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<div class="vector-dropdown-content"> <div id="p-personal" class="vector-menu mw-portlet mw-portlet-personal user-links-collapsible-item" title="用户菜单" > <div class="vector-menu-content"> <ul class="vector-menu-content-list"> <li id="pt-sitesupport" class="user-links-collapsible-item mw-list-item"><a href="https://donate.wikimedia.org/?wmf_source=donate&wmf_medium=sidebar&wmf_campaign=zh.wikipedia.org&uselang=zh"><span>资助维基百科</span></a></li><li id="pt-createaccount" class="user-links-collapsible-item mw-list-item"><a href="/w/index.php?title=Special:%E5%88%9B%E5%BB%BA%E8%B4%A6%E6%88%B7&returnto=%E8%8E%AB%E6%AF%94%E4%B9%8C%E6%96%AF%E8%8A%B3%E9%A6%99%E6%80%A7" title="我们推荐您创建账号并登录，但这不是强制性的"><span class="vector-icon mw-ui-icon-userAdd mw-ui-icon-wikimedia-userAdd"></span> <span>创建账号</span></a></li><li id="pt-login" class="user-links-collapsible-item mw-list-item"><a href="/w/index.php?title=Special:%E7%94%A8%E6%88%B7%E7%99%BB%E5%BD%95&returnto=%E8%8E%AB%E6%AF%94%E4%B9%8C%E6%96%AF%E8%8A%B3%E9%A6%99%E6%80%A7" title="建议你登录，尽管并非必须。[o]" accesskey="o"><span class="vector-icon mw-ui-icon-logIn mw-ui-icon-wikimedia-logIn"></span> <span>登录</span></a></li> </ul> </div> </div> <div id="p-user-menu-anon-editor" class="vector-menu mw-portlet mw-portlet-user-menu-anon-editor" > <div class="vector-menu-heading"> 未登录编辑者的页面 <a href="/wiki/Help:%E6%96%B0%E6%89%8B%E5%85%A5%E9%97%A8" aria-label="了解有关编辑的更多信息"><span>了解详情</span></a> </div> <div class="vector-menu-content"> <ul class="vector-menu-content-list"> <li id="pt-anoncontribs" class="mw-list-item"><a href="/wiki/Special:%E6%88%91%E7%9A%84%E8%B4%A1%E7%8C%AE" title="来自此IP地址的编辑列表[y]" accesskey="y"><span>贡献</span></a></li><li id="pt-anontalk" class="mw-list-item"><a href="/wiki/Special:%E6%88%91%E7%9A%84%E8%AE%A8%E8%AE%BA%E9%A1%B5" title="对于来自此IP地址编辑的讨论[n]" accesskey="n"><span>讨论</span></a></li> </ul> </div> </div> </div> </div> </nav> </div> </header> </div> <div class="mw-page-container"> <div class="mw-page-container-inner"> <div class="vector-sitenotice-container"> <div id="siteNotice"></div> </div> <div class="vector-column-start"> <div class="vector-main-menu-container"> <div id="mw-navigation"> <nav id="mw-panel" class="vector-main-menu-landmark" aria-label="站点"> <div id="vector-main-menu-pinned-container" class="vector-pinned-container"> </div> </nav> </div> </div> <div class="vector-sticky-pinned-container"> <nav id="mw-panel-toc" aria-label="目录" data-event-name="ui.sidebar-toc" class="mw-table-of-contents-container vector-toc-landmark"> <div id="vector-toc-pinned-container" class="vector-pinned-container"> <div id="vector-toc" class="vector-toc vector-pinnable-element"> <div class="vector-pinnable-header vector-toc-pinnable-header vector-pinnable-header-pinned" data-feature-name="toc-pinned" data-pinnable-element-id="vector-toc" > <h2 class="vector-pinnable-header-label">目录</h2> <button class="vector-pinnable-header-toggle-button vector-pinnable-header-pin-button" data-event-name="pinnable-header.vector-toc.pin">移至侧栏</button> <button class="vector-pinnable-header-toggle-button vector-pinnable-header-unpin-button" data-event-name="pinnable-header.vector-toc.unpin">隐藏</button> </div> <ul class="vector-toc-contents" id="mw-panel-toc-list"> <li id="toc-mw-content-text" class="vector-toc-list-item vector-toc-level-1"> <a href="#" class="vector-toc-link"> <div class="vector-toc-text">序言</div> </a> </li> <li id="toc-合成" class="vector-toc-list-item vector-toc-level-1 vector-toc-list-item-expanded"> <a class="vector-toc-link" href="#合成"> <div class="vector-toc-text"> <span class="vector-toc-numb">1</span> <span>合成</span> </div> </a> <ul id="toc-合成-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-参见" class="vector-toc-list-item vector-toc-level-1 vector-toc-list-item-expanded"> <a class="vector-toc-link" href="#参见"> <div class="vector-toc-text"> <span class="vector-toc-numb">2</span> <span>参见</span> </div> </a> <ul id="toc-参见-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-参考资料" class="vector-toc-list-item vector-toc-level-1 vector-toc-list-item-expanded"> <a class="vector-toc-link" href="#参考资料"> <div class="vector-toc-text"> <span class="vector-toc-numb">3</span> <span>参考资料</span> </div> </a> <ul id="toc-参考资料-sublist" class="vector-toc-list"> </ul> </li> </ul> </div> </div> </nav> </div> </div> <div class="mw-content-container"> <main id="content" class="mw-body"> <header class="mw-body-header vector-page-titlebar"> <nav aria-label="目录" class="vector-toc-landmark"> <div id="vector-page-titlebar-toc" class="vector-dropdown vector-page-titlebar-toc vector-button-flush-left" > <input type="checkbox" id="vector-page-titlebar-toc-checkbox" role="button" aria-haspopup="true" data-event-name="ui.dropdown-vector-page-titlebar-toc" class="vector-dropdown-checkbox " aria-label="开关目录" > <label id="vector-page-titlebar-toc-label" for="vector-page-titlebar-toc-checkbox" class="vector-dropdown-label cdx-button cdx-button--fake-button cdx-button--fake-button--enabled cdx-button--weight-quiet cdx-button--icon-only " aria-hidden="true" ><span class="vector-icon mw-ui-icon-listBullet mw-ui-icon-wikimedia-listBullet"></span> <span class="vector-dropdown-label-text">开关目录</span> </label> <div class="vector-dropdown-content"> <div id="vector-page-titlebar-toc-unpinned-container" class="vector-unpinned-container"> </div> </div> </div> </nav> <h1 id="firstHeading" class="firstHeading mw-first-heading"><span class="mw-page-title-main">莫比乌斯芳香性</span></h1> <div id="p-lang-btn" class="vector-dropdown mw-portlet mw-portlet-lang" > <input type="checkbox" id="p-lang-btn-checkbox" role="button" aria-haspopup="true" data-event-name="ui.dropdown-p-lang-btn" class="vector-dropdown-checkbox mw-interlanguage-selector" aria-label="前往另一种语言写成的文章。6种语言可用" > <label id="p-lang-btn-label" for="p-lang-btn-checkbox" class="vector-dropdown-label cdx-button cdx-button--fake-button cdx-button--fake-button--enabled cdx-button--weight-quiet cdx-button--action-progressive mw-portlet-lang-heading-6" aria-hidden="true" ><span class="vector-icon mw-ui-icon-language-progressive mw-ui-icon-wikimedia-language-progressive"></span> <span class="vector-dropdown-label-text">6种语言</span> </label> <div class="vector-dropdown-content"> <div class="vector-menu-content"> <ul class="vector-menu-content-list"> <li class="interlanguage-link interwiki-en mw-list-item"><a href="https://en.wikipedia.org/wiki/M%C3%B6bius_aromaticity" title="Möbius aromaticity – 英语" lang="en" hreflang="en" data-title="Möbius aromaticity" data-language-autonym="English" data-language-local-name="英语" class="interlanguage-link-target"><span>English</span></a></li><li class="interlanguage-link interwiki-fa mw-list-item"><a href="https://fa.wikipedia.org/wiki/%D8%A2%D8%B1%D9%88%D9%85%D8%A7%D8%AA%DB%8C%D8%B3%DB%8C%D8%AA%D9%87_%D9%85%D9%88%D8%A8%DB%8C%D9%88%D8%B3" title="آروماتیسیته موبیوس – 波斯语" lang="fa" hreflang="fa" data-title="آروماتیسیته موبیوس" data-language-autonym="فارسی" data-language-local-name="波斯语" class="interlanguage-link-target"><span>فارسی</span></a></li><li class="interlanguage-link interwiki-ja mw-list-item"><a href="https://ja.wikipedia.org/wiki/%E3%83%A1%E3%83%93%E3%82%A6%E3%82%B9%E8%8A%B3%E9%A6%99%E6%97%8F%E6%80%A7" title="メビウス芳香族性 – 日语" lang="ja" hreflang="ja" data-title="メビウス芳香族性" data-language-autonym="日本語" data-language-local-name="日语" class="interlanguage-link-target"><span>日本語</span></a></li><li class="interlanguage-link interwiki-ko mw-list-item"><a href="https://ko.wikipedia.org/wiki/%EB%AB%BC%EB%B9%84%EC%9A%B0%EC%8A%A4_%EB%B0%A9%ED%96%A5%EC%A1%B1%EC%84%B1" title="뫼비우스 방향족성 – 韩语" lang="ko" hreflang="ko" data-title="뫼비우스 방향족성" data-language-autonym="한국어" data-language-local-name="韩语" class="interlanguage-link-target"><span>한국어</span></a></li><li class="interlanguage-link interwiki-pt mw-list-item"><a href="https://pt.wikipedia.org/wiki/Aromaticidade_M%C3%B6bius" title="Aromaticidade Möbius – 葡萄牙语" lang="pt" hreflang="pt" data-title="Aromaticidade Möbius" data-language-autonym="Português" data-language-local-name="葡萄牙语" class="interlanguage-link-target"><span>Português</span></a></li><li class="interlanguage-link interwiki-uk mw-list-item"><a href="https://uk.wikipedia.org/wiki/%D0%90%D1%80%D0%BE%D0%BC%D0%B0%D1%82%D0%B8%D1%87%D0%BD%D1%96%D1%81%D1%82%D1%8C_%D0%9C%D0%B5%D0%B1%D1%96%D1%83%D1%81%D0%B0" title="Ароматичність Мебіуса – 乌克兰语" lang="uk" hreflang="uk" data-title="Ароматичність Мебіуса" data-language-autonym="Українська" data-language-local-name="乌克兰语" class="interlanguage-link-target"><span>Українська</span></a></li> </ul> <div class="after-portlet after-portlet-lang"><span class="wb-langlinks-edit wb-langlinks-link"><a href="https://www.wikidata.org/wiki/Special:EntityPage/Q3290771#sitelinks-wikipedia" title="编辑跨语言链接" class="wbc-editpage">编辑链接</a></span></div> </div> </div> </div> </header> <div class="vector-page-toolbar"> <div class="vector-page-toolbar-container"> <div id="left-navigation"> <nav aria-label="命名空间"> <div id="p-associated-pages" class="vector-menu vector-menu-tabs mw-portlet mw-portlet-associated-pages" > <div class="vector-menu-content"> <ul class="vector-menu-content-list"> <li id="ca-nstab-main" class="selected vector-tab-noicon mw-list-item"><a href="/wiki/%E8%8E%AB%E6%AF%94%E4%B9%8C%E6%96%AF%E8%8A%B3%E9%A6%99%E6%80%A7" title="浏览条目正文[c]" accesskey="c"><span>条目</span></a></li><li id="ca-talk" class="vector-tab-noicon mw-list-item"><a href="/wiki/Talk:%E8%8E%AB%E6%AF%94%E4%B9%8C%E6%96%AF%E8%8A%B3%E9%A6%99%E6%80%A7" rel="discussion" title="关于此页面的讨论[t]" accesskey="t"><span>讨论</span></a></li> </ul> </div> </div> <div id="vector-variants-dropdown" class="vector-dropdown " > <input type="checkbox" id="vector-variants-dropdown-checkbox" role="button" aria-haspopup="true" data-event-name="ui.dropdown-vector-variants-dropdown" class="vector-dropdown-checkbox " aria-label="更改语言变体" > <label id="vector-variants-dropdown-label" for="vector-variants-dropdown-checkbox" class="vector-dropdown-label cdx-button cdx-button--fake-button cdx-button--fake-button--enabled cdx-button--weight-quiet" aria-hidden="true" ><span class="vector-dropdown-label-text">不转换</span> </label> <div class="vector-dropdown-content"> <div id="p-variants" class="vector-menu mw-portlet mw-portlet-variants" > <div class="vector-menu-content"> <ul class="vector-menu-content-list"> <li id="ca-varlang-0" class="selected ca-variants-zh mw-list-item"><a href="/zh/%E8%8E%AB%E6%AF%94%E4%B9%8C%E6%96%AF%E8%8A%B3%E9%A6%99%E6%80%A7" lang="zh" hreflang="zh"><span>不转换</span></a></li><li id="ca-varlang-1" class="ca-variants-zh-Hans mw-list-item"><a href="/zh-hans/%E8%8E%AB%E6%AF%94%E4%B9%8C%E6%96%AF%E8%8A%B3%E9%A6%99%E6%80%A7" lang="zh-Hans" hreflang="zh-Hans"><span>简体</span></a></li><li id="ca-varlang-2" class="ca-variants-zh-Hant mw-list-item"><a href="/zh-hant/%E8%8E%AB%E6%AF%94%E4%B9%8C%E6%96%AF%E8%8A%B3%E9%A6%99%E6%80%A7" lang="zh-Hant" hreflang="zh-Hant"><span>繁體</span></a></li><li id="ca-varlang-3" class="ca-variants-zh-Hans-CN mw-list-item"><a href="/zh-cn/%E8%8E%AB%E6%AF%94%E4%B9%8C%E6%96%AF%E8%8A%B3%E9%A6%99%E6%80%A7" lang="zh-Hans-CN" hreflang="zh-Hans-CN"><span>大陆简体</span></a></li><li id="ca-varlang-4" class="ca-variants-zh-Hant-HK mw-list-item"><a href="/zh-hk/%E8%8E%AB%E6%AF%94%E4%B9%8C%E6%96%AF%E8%8A%B3%E9%A6%99%E6%80%A7" lang="zh-Hant-HK" hreflang="zh-Hant-HK"><span>香港繁體</span></a></li><li id="ca-varlang-5" class="ca-variants-zh-Hant-MO mw-list-item"><a href="/zh-mo/%E8%8E%AB%E6%AF%94%E4%B9%8C%E6%96%AF%E8%8A%B3%E9%A6%99%E6%80%A7" lang="zh-Hant-MO" hreflang="zh-Hant-MO"><span>澳門繁體</span></a></li><li id="ca-varlang-6" class="ca-variants-zh-Hans-MY mw-list-item"><a href="/zh-my/%E8%8E%AB%E6%AF%94%E4%B9%8C%E6%96%AF%E8%8A%B3%E9%A6%99%E6%80%A7" lang="zh-Hans-MY" hreflang="zh-Hans-MY"><span>大马简体</span></a></li><li id="ca-varlang-7" class="ca-variants-zh-Hans-SG mw-list-item"><a href="/zh-sg/%E8%8E%AB%E6%AF%94%E4%B9%8C%E6%96%AF%E8%8A%B3%E9%A6%99%E6%80%A7" lang="zh-Hans-SG" hreflang="zh-Hans-SG"><span>新加坡简体</span></a></li><li id="ca-varlang-8" class="ca-variants-zh-Hant-TW mw-list-item"><a href="/zh-tw/%E8%8E%AB%E6%AF%94%E4%B9%8C%E6%96%AF%E8%8A%B3%E9%A6%99%E6%80%A7" lang="zh-Hant-TW" hreflang="zh-Hant-TW"><span>臺灣正體</span></a></li> </ul> </div> </div> </div> </div> </nav> </div> <div id="right-navigation" class="vector-collapsible"> <nav aria-label="查看"> <div id="p-views" class="vector-menu vector-menu-tabs mw-portlet mw-portlet-views" > <div class="vector-menu-content"> <ul class="vector-menu-content-list"> <li id="ca-view" class="selected vector-tab-noicon mw-list-item"><a href="/wiki/%E8%8E%AB%E6%AF%94%E4%B9%8C%E6%96%AF%E8%8A%B3%E9%A6%99%E6%80%A7"><span>阅读</span></a></li><li id="ca-edit" class="vector-tab-noicon mw-list-item"><a href="/w/index.php?title=%E8%8E%AB%E6%AF%94%E4%B9%8C%E6%96%AF%E8%8A%B3%E9%A6%99%E6%80%A7&action=edit" title="编辑该页面[e]" accesskey="e"><span>编辑</span></a></li><li id="ca-history" class="vector-tab-noicon mw-list-item"><a href="/w/index.php?title=%E8%8E%AB%E6%AF%94%E4%B9%8C%E6%96%AF%E8%8A%B3%E9%A6%99%E6%80%A7&action=history" title="本页面的早前版本。[h]" accesskey="h"><span>查看历史</span></a></li> </ul> </div> </div> </nav> <nav class="vector-page-tools-landmark" aria-label="页面工具"> <div id="vector-page-tools-dropdown" class="vector-dropdown vector-page-tools-dropdown" > <input type="checkbox" id="vector-page-tools-dropdown-checkbox" role="button" aria-haspopup="true" data-event-name="ui.dropdown-vector-page-tools-dropdown" class="vector-dropdown-checkbox " aria-label="工具" > <label id="vector-page-tools-dropdown-label" for="vector-page-tools-dropdown-checkbox" class="vector-dropdown-label cdx-button cdx-button--fake-button cdx-button--fake-button--enabled cdx-button--weight-quiet" aria-hidden="true" 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class="mbox-text"><div class="mbox-text-span">此條目<b>可参照<a href="https://en.wikipedia.org/wiki/M%C3%B6bius_aromaticity" class="extiw" title="en:Möbius aromaticity">英語維基百科</a>相應條目来扩充</b>。<span class="hide-when-compact"></span><span class="hide-when-compact"><br /><small>若您熟悉来源语言和主题，请协助<a href="/wiki/Wikipedia:%E7%BF%BB%E8%AF%91%E5%AE%88%E5%88%99" class="mw-redirect" title="Wikipedia:翻译守则">参考外语维基百科扩充条目</a>。请勿直接提交机械翻译，也不要翻译不可靠、低品质内容。依<a href="/wiki/Wikipedia:%E5%9C%A8%E7%BB%B4%E5%9F%BA%E7%99%BE%E7%A7%91%E5%86%85%E5%A4%8D%E5%88%B6%E5%86%85%E5%AE%B9" title="Wikipedia:在维基百科内复制内容">版权协议</a>，译文需<a href="/wiki/Wikipedia:%E7%B7%A8%E8%BC%AF%E6%91%98%E8%A6%81#翻譯文章" title="Wikipedia:編輯摘要">在编辑摘要注明来源</a>，或于讨论页顶部标记<code>{{<a href="/wiki/Template:Translated_page" title="Template:Translated page">Translated page</a>}}</code>标签。</small></span><span class="hide-when-compact"></span></div></td></tr></tbody></table> <figure class="mw-halign-right" typeof="mw:File/Thumb"><a href="/wiki/File:MobiusvsHuckel.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/3/3f/MobiusvsHuckel.png/400px-MobiusvsHuckel.png" decoding="async" width="400" height="101" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/3/3f/MobiusvsHuckel.png/600px-MobiusvsHuckel.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/3/3f/MobiusvsHuckel.png/800px-MobiusvsHuckel.png 2x" data-file-width="992" data-file-height="251" /></a><figcaption>休克尔体系与莫比乌斯体系</figcaption></figure> <p>在<a href="/wiki/%E6%9C%89%E6%9C%BA%E5%8C%96%E5%AD%A6" title="有机化学">有机化学</a>中，<b>莫比乌斯芳香性</b>是一类被认为存在于许多<a href="/wiki/%E6%9C%89%E6%9C%BA%E5%88%86%E5%AD%90" class="mw-redirect" title="有机分子">有机分子</a>中的特殊的<a href="/wiki/%E8%8A%B3%E9%A6%99%E6%80%A7" title="芳香性">芳香性</a>。用<a href="/wiki/%E5%88%86%E5%AD%90%E8%BD%A8%E9%81%93%E7%90%86%E8%AE%BA" title="分子轨道理论">分子轨道理论</a>来研究这些化合物发现共同点是其中分子轨道的单环阵列中有一些轨道的重叠有相位差，这与<a href="/wiki/%E4%BC%91%E5%85%8B%E5%B0%94%E8%A7%84%E5%88%99" class="mw-redirect" title="休克尔规则">休克尔体系</a>的芳香性特征恰好相反。这些轨道的立体构型让人想起了<a href="/wiki/%E8%8E%AB%E6%AF%94%E4%B9%8C%E6%96%AF%E5%B8%A6" title="莫比乌斯带">莫比乌斯带</a>，这种芳香性因此得名。这类化合物中最小的应该是反式苯（trans-benzene）。1964年，<a href="/w/index.php?title=%E5%9F%83%E5%BE%B7%E5%8A%A0%C2%B7%E5%9F%83%E5%B0%94%E5%B8%83%E7%BD%97%E5%86%85&action=edit&redlink=1" class="new" title="埃德加·埃尔布罗内（页面不存在）">埃德加·埃尔布罗内</a>运用<a href="/w/index.php?title=%E4%BC%91%E5%85%8B%E5%B0%94%E6%B3%95&action=edit&redlink=1" class="new" title="休克尔法（页面不存在）">休克尔法</a>研究得出了<a href="/w/index.php?title=%E4%BC%91%E5%85%8B%E5%B0%94%E2%80%93%E8%8E%AB%E6%AF%94%E4%B9%8C%E6%96%AF%E7%90%86%E8%AE%BA&action=edit&redlink=1" class="new" title="休克尔–莫比乌斯理论（页面不存在）">莫比乌斯体系</a>。<sup id="cite_ref-1" class="reference"><a href="#cite_note-1"><span class="cite-bracket">[</span>1<span class="cite-bracket">]</span></a></sup>但第一种化合物是由<a href="/w/index.php?title=%E8%B5%96%E7%BA%B3%C2%B7%E8%B5%AB%E6%A0%BC%E6%96%AF&action=edit&redlink=1" class="new" title="赖纳·赫格斯（页面不存在）">赖纳·赫格斯</a>的团队于2003年所合成的。<sup id="cite_ref-2" class="reference"><a href="#cite_note-2"><span class="cite-bracket">[</span>2<span class="cite-bracket">]</span></a></sup> </p><p>莫比乌斯体系也存在于过渡态中。决定一个过渡态是莫比乌斯体系还是休克尔体系的方法是有4n或4n+2个电子的反应是允许还是禁阻的。这种方法使用了<a href="/w/index.php?title=%E4%BC%91%E5%85%8B%E5%B0%94%E2%80%93%E8%8E%AB%E6%AF%94%E4%B9%8C%E6%96%AF%E7%90%86%E8%AE%BA&action=edit&redlink=1" class="new" title="休克尔–莫比乌斯理论（页面不存在）">休克尔–莫比乌斯理论</a>。<sup id="cite_ref-3" class="reference"><a href="#cite_note-3"><span class="cite-bracket">[</span>3<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-4" class="reference"><a href="#cite_note-4"><span class="cite-bracket">[</span>4<span class="cite-bracket">]</span></a></sup> </p> <div class="mw-heading mw-heading2"><h2 id="合成"><span id=".E5.90.88.E6.88.90"></span>合成</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=%E8%8E%AB%E6%AF%94%E4%B9%8C%E6%96%AF%E8%8A%B3%E9%A6%99%E6%80%A7&action=edit&section=1" title="编辑章节：合成"><span>编辑</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>这种化合物（<b>6</b>）的合成如下图所示。先由<a href="/w/index.php?title=%E5%9B%9B%E8%84%B1%E6%B0%A2%E5%8F%8C%E8%92%BD&action=edit&redlink=1" class="new" title="四脱氢双蒽（页面不存在）">四脱氢双蒽</a>（<b>1</b>）和<a href="/wiki/%E6%A2%AF%E5%BD%A2%E7%83%B7" title="梯形烷">梯形烷</a>三环辛二烯（<b>2</b>）替代<a href="/wiki/%E7%8E%AF%E8%BE%9B%E5%9B%9B%E7%83%AF" title="环辛四烯">环辛四烯</a>进行几步<a href="/wiki/%E5%85%89%E5%8C%96%E5%AD%A6" title="光化学">光化学</a><a href="/wiki/%E7%8E%AF%E5%8A%A0%E6%88%90%E5%8F%8D%E5%BA%94" title="环加成反应">环加成反应</a>。<sup id="cite_ref-5" class="reference"><a href="#cite_note-5"><span class="cite-bracket">[</span>5<span class="cite-bracket">]</span></a></sup> </p> <dl><dd><figure class="mw-halign-center" typeof="mw:File/Thumb"><a href="/wiki/File:MobiusAromaticity.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/e/e2/MobiusAromaticity.png/400px-MobiusAromaticity.png" decoding="async" width="400" height="290" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/e/e2/MobiusAromaticity.png/600px-MobiusAromaticity.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/e/e2/MobiusAromaticity.png/800px-MobiusAromaticity.png 2x" data-file-width="1072" data-file-height="776" /></a><figcaption>莫比乌斯环的合成</figcaption></figure></dd></dl> <p>中间体（<b>5</b>）是两种<a href="/wiki/%E5%90%8C%E5%88%86%E7%95%B0%E6%A7%8B" title="同分異構">异构体</a>的混合物，最终产品（<b>6</b>）是五种<a href="/wiki/%E9%A1%BA%E5%8F%8D%E5%BC%82%E6%9E%84%E4%BD%93" class="mw-redirect" title="顺反异构体">顺反异构体</a>的混合物。其中一种具有C<sub>2</sub>的<a href="/wiki/%E5%88%86%E5%AD%90%E5%AF%B9%E7%A7%B0%E6%80%A7" title="分子对称性">分子对称性</a>，与莫比乌斯芳香性相符，而另一种具有休克尔芳香性的异构体具有C<sub>s</sub>对称性。尽管π体系有16个电子（4n个π电子的休克尔体系为<a href="/wiki/%E5%8F%8D%E8%8A%B3%E9%A6%99%E6%80%A7" title="反芳香性">反芳香性</a>），还是证明了埃尔布罗内的预测，因为赫格斯的研究表明此化合物具有芳香性。<a href="/wiki/X%E5%B0%84%E7%BA%BF%E6%99%B6%E4%BD%93%E5%AD%A6" title="X射线晶体学">X射线晶体学</a>得出的<a href="/wiki/%E9%94%AE%E9%95%BF" title="键长">键长</a>的<a href="/w/index.php?title=%E8%8A%B3%E9%A6%99%E8%B0%90%E6%8C%AF%E5%AD%90%E6%A8%A1%E5%9E%8B&action=edit&redlink=1" class="new" title="芳香谐振子模型（页面不存在）">HOMA</a>值为0.50（仅含<a href="/w/index.php?title=%E5%A4%9A%E7%83%AF&action=edit&redlink=1" class="new" title="多烯（页面不存在）">多烯</a>部分），对于整个化合物则是0.35，这表明它具有中等的芳香性。 </p><p><a href="/w/index.php?title=%E4%BA%A8%E5%88%A9%C2%B7%E7%83%AD%E5%B8%95&action=edit&redlink=1" class="new" title="亨利·热帕（页面不存在）">亨利·热帕</a>指出中间体<b>5</b>到<b>6</b>的转化可以经休克尔或者莫比乌斯<a href="/wiki/%E8%BF%87%E6%B8%A1%E6%80%81" title="过渡态">过渡态</a>来进行。<sup id="cite_ref-6" class="reference"><a href="#cite_note-6"><span class="cite-bracket">[</span>6<span class="cite-bracket">]</span></a></sup> </p> <dl><dd><figure class="mw-halign-center" typeof="mw:File/Thumb"><a href="/wiki/File:HuckelvsMobiusTransitionState.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/b/ba/HuckelvsMobiusTransitionState.png/400px-HuckelvsMobiusTransitionState.png" decoding="async" width="400" height="281" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/b/ba/HuckelvsMobiusTransitionState.png/600px-HuckelvsMobiusTransitionState.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/b/ba/HuckelvsMobiusTransitionState.png/800px-HuckelvsMobiusTransitionState.png 2x" data-file-width="1021" data-file-height="716" /></a><figcaption>休克尔过渡态与莫比乌斯过渡态</figcaption></figure></dd></dl> <p>其中的区别可以通过的假想的<a href="/w/index.php?title=%E7%8E%AF%E5%8D%81%E4%BA%8C%E7%A2%B3%E5%85%AD%E7%83%AF&action=edit&redlink=1" class="new" title="环十二碳六烯（页面不存在）">环十二碳六烯</a>（[12]<a href="/wiki/%E8%BD%AE%E7%83%AF" title="轮烯">轮烯</a>）<a href="/wiki/%E5%91%A8%E7%8E%AF%E5%8F%8D%E5%BA%94" title="周环反应">周环</a>开环反应来证明。休克尔过渡态（左）有6个π电子参与（红色箭头标出），具有C<sub>s</sub>的<a href="/wiki/%E5%88%86%E5%AD%90%E5%AF%B9%E7%A7%B0%E6%80%A7" title="分子对称性">分子对称性</a>，在反应中一直保持这种对称性。这个开环反应是<a href="/w/index.php?title=%E9%A1%BA%E6%97%8B%E5%92%8C%E5%AF%B9%E6%97%8B&action=edit&redlink=1" class="new" title="顺旋和对旋（页面不存在）">对旋</a>和<a href="/w/index.php?title=%E5%90%8C%E9%9D%A2%E5%92%8C%E5%BC%82%E9%9D%A2&action=edit&redlink=1" class="new" title="同面和异面（页面不存在）">同面</a>的，<a href="/wiki/%E9%94%AE%E9%95%BF" title="键长">键长</a>长短间隔，<a href="/wiki/%E6%A0%B8%E7%8B%AC%E7%AB%8B%E5%8C%96%E5%AD%A6%E4%BD%8D%E7%A7%BB" title="核独立化学位移">NICS</a>值表明六元环具有芳香性。莫比乌斯过渡态有8个π电子，另外估算的<a href="/wiki/%E6%B4%BB%E5%8C%96%E8%83%BD" title="活化能">活化能</a>更低，具有C<sub>2</sub>对称性，开环是<a href="/w/index.php?title=%E9%A1%BA%E6%97%8B%E5%92%8C%E5%AF%B9%E6%97%8B&action=edit&redlink=1" class="new" title="顺旋和对旋（页面不存在）">顺旋</a>和<a href="/w/index.php?title=%E5%90%8C%E9%9D%A2%E5%92%8C%E5%BC%82%E9%9D%A2&action=edit&redlink=1" class="new" title="同面和异面（页面不存在）">异面</a>的，八元环具有芳香性。 </p> <div class="mw-heading mw-heading2"><h2 id="参见"><span id=".E5.8F.82.E8.A7.81"></span>参见</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=%E8%8E%AB%E6%AF%94%E4%B9%8C%E6%96%AF%E8%8A%B3%E9%A6%99%E6%80%A7&action=edit&section=2" title="编辑章节：参见"><span>编辑</span></a><span class="mw-editsection-bracket">]</span></span></div> <ul><li><a href="/wiki/%E6%A1%B6%E7%83%AF" title="桶烯">桶烯</a></li></ul> <div class="mw-heading mw-heading2"><h2 id="参考资料"><span id=".E5.8F.82.E8.80.83.E8.B5.84.E6.96.99"></span>参考资料</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=%E8%8E%AB%E6%AF%94%E4%B9%8C%E6%96%AF%E8%8A%B3%E9%A6%99%E6%80%A7&action=edit&section=3" title="编辑章节：参考资料"><span>编辑</span></a><span class="mw-editsection-bracket">]</span></span></div> <div class="reflist" style="list-style-type: decimal;"> <ol class="references"> <li id="cite_note-1"><span class="mw-cite-backlink"><b><a href="#cite_ref-1">^</a></b></span> <span class="reference-text"><i>Hückel molecular orbitals of Möbius-type conformations of annulenes</i> Tetrahedron Letters, Volume 5, Issue 29, <b>1964</b>, Pages 1923-1928 <a href="/w/index.php?title=Edgar_Heilbronner&action=edit&redlink=1" class="new" title="Edgar Heilbronner（页面不存在）">E. Heilbronner</a> <a href="/wiki/DOI" title="DOI">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1016%2FS0040-4039%2801%2989474-0">10.1016/S0040-4039(01)89474-0</a></span> </li> <li id="cite_note-2"><span class="mw-cite-backlink"><b><a href="#cite_ref-2">^</a></b></span> <span class="reference-text"><i>Synthesis of a Möbius aromatic hydrocarbon</i> D. Ajami, O. Oeckler, A. Simon, R. Herges Nature 426, 819-821 (18 December <b>2003</b>) <a href="/wiki/DOI" title="DOI">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1038%2Fnature02224">10.1038/nature02224</a> <a class="external mw-magiclink-pmid" rel="nofollow" href="//www.ncbi.nlm.nih.gov/pubmed/14685233?dopt=Abstract">PMID 14685233</a></span> </li> <li id="cite_note-3"><span class="mw-cite-backlink"><b><a href="#cite_ref-3">^</a></b></span> <span class="reference-text">"On Molecular Orbital Correlation Diagrams, the Occurrence of Möbius Systems in Cyclization Reactions, and Factors Controlling Ground and Excited State Reactions. I," Zimmerman, H. E. J. Am. Chem. Soc., 1966, 88, 1564-1565</span> </li> <li id="cite_note-4"><span class="mw-cite-backlink"><b><a href="#cite_ref-4">^</a></b></span> <span class="reference-text">"On Molecular Orbital Correlation Diagrams, Möbius Systems, and Factors Controlling Ground and Excited State Reactions. II," Zimmerman, H. E. J. Am. Chem. Soc., 1966, 88, 1566-1567</span> </li> <li id="cite_note-5"><span class="mw-cite-backlink"><b><a href="#cite_ref-5">^</a></b></span> <span class="reference-text">注意莫比乌斯环是<b>1</b>和三环辛二烯的常规<a href="/wiki/%E5%A4%8D%E5%88%86%E8%A7%A3%E5%8F%8D%E5%BA%94" title="复分解反应">复分解反应</a>时形成的</span> </li> <li id="cite_note-6"><span class="mw-cite-backlink"><b><a href="#cite_ref-6">^</a></b></span> <span class="reference-text"><i>The Aromaticity of Pericyclic Reaction Transition States</i> Henry S. Rzepa <a href="/w/index.php?title=J._Chem._Educ.&action=edit&redlink=1" class="new" title="J. Chem. Educ.（页面不存在）">J. Chem. Educ.</a> <b>2007</b>, 84, 1535. <a rel="nofollow" class="external text" href="http://jchemed.chem.wisc.edu/Journal/Issues/2007/Sep/abs1535.html">Abstract</a> （<a rel="nofollow" class="external text" href="//web.archive.org/web/20090625223937/http://jchemed.chem.wisc.edu/Journal/Issues/2007/Sep/abs1535.html">页面存档备份</a>，存于<a href="/wiki/%E4%BA%92%E8%81%94%E7%BD%91%E6%A1%A3%E6%A1%88%E9%A6%86" title="互联网档案馆">互联网档案馆</a>）</span> </li> </ol></div> <div class="navbox-styles"><style data-mw-deduplicate="TemplateStyles:r84265675">.mw-parser-output .hlist dl,.mw-parser-output .hlist ol,.mw-parser-output .hlist ul{margin:0;padding:0}.mw-parser-output .hlist dd,.mw-parser-output .hlist dt,.mw-parser-output .hlist li{margin:0;display:inline}.mw-parser-output .hlist.inline,.mw-parser-output .hlist.inline dl,.mw-parser-output .hlist.inline ol,.mw-parser-output .hlist.inline ul,.mw-parser-output .hlist dl dl,.mw-parser-output .hlist dl ol,.mw-parser-output .hlist dl ul,.mw-parser-output .hlist ol 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talk:化学键和分子间作用力"><abbr title="讨论该模板">论</abbr></a></li><li class="nv-edit"><a href="/wiki/Special:%E7%BC%96%E8%BE%91%E9%A1%B5%E9%9D%A2/Template:%E5%8C%96%E5%AD%A6%E9%94%AE%E5%92%8C%E5%88%86%E5%AD%90%E9%97%B4%E4%BD%9C%E7%94%A8%E5%8A%9B" title="Special:编辑页面/Template:化学键和分子间作用力"><abbr title="编辑该模板">编</abbr></a></li></ul></div><div id="化學鍵和分子間作用力" style="font-size:110%;margin:0 5em">化學鍵和分子間作用力</div></th></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/%E5%88%86%E5%AD%90%E5%86%85%E4%BD%9C%E7%94%A8%E5%8A%9B" title="分子内作用力">分子内作用力<br />（“強”）</a></th><td class="navbox-list-with-group navbox-list navbox-odd hlist" style="width:100%;padding:0px"><div style="padding:0em 0.25em"></div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><th scope="row" class="navbox-group" style="width:6em"><a href="/wiki/%E5%85%B1%E4%BB%B7%E9%94%AE" title="共价键">共价键</a></th><td class="navbox-list-with-group navbox-list navbox-odd" style="padding:0px"><div style="padding:0em 0.25em"></div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><th scope="row" class="navbox-group" style="width:1%">依對稱性</th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0px"><div style="padding:0em 0.25em"> <ul><li><a href="/wiki/%CE%A3%E9%8D%B5" title="Σ鍵">σ鍵</a></li> <li><a href="/wiki/%CE%A0%E9%94%AE" title="Π键">π鍵</a></li> <li><a href="/wiki/%CE%94%E9%94%AE" title="Δ键">δ鍵</a></li> <li><a href="/wiki/%CE%A6%E9%94%AE" title="Φ键">φ鍵</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%">依重疊數</th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0px"><div style="padding:0em 0.25em"> <ul><li><a href="/wiki/%E5%96%AE%E9%8D%B5" title="單鍵">單鍵</a></li> <li><a href="/wiki/%E9%9B%99%E9%8D%B5" title="雙鍵">雙鍵</a></li> <li><a href="/wiki/%E4%B8%89%E9%94%AE" title="三键">三键</a></li> <li><a href="/wiki/%E5%9B%9B%E9%87%8D%E9%94%AE" title="四重键">四重键</a></li> <li><a href="/wiki/%E4%BA%94%E9%87%8D%E9%94%AE" title="五重键">五重键</a></li> <li><a href="/wiki/%E5%85%AD%E9%87%8D%E9%94%AE" title="六重键">六重键</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%">其他</th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0px"><div style="padding:0em 0.25em"> <ul><li><a href="/wiki/%E6%8A%93%E6%B0%A2%E9%94%AE" title="抓氢键">抓氢键</a></li> <li><a href="/wiki/%E5%BC%AF%E6%9B%B2%E9%94%AE" title="弯曲键">弯曲键</a></li> <li><a href="/wiki/%E9%85%8D%E4%BD%8D%E9%94%AE" title="配位键">配位键</a></li> <li><a href="/wiki/%E5%8F%8D%E9%A6%88%CF%80%E9%94%AE" title="反馈π键">反馈π键</a></li></ul> <ul><li><a href="/wiki/%E5%93%88%E6%99%AE%E6%89%98%E6%95%B8" title="哈普托數">哈普托數</a></li> <li><a href="/wiki/%E5%85%B1%E8%BD%AD%E4%BD%93%E7%B3%BB" title="共轭体系">共轭</a></li> <li><a href="/wiki/%E8%B6%85%E5%85%B1%E8%BD%AD%E6%95%88%E5%BA%94" title="超共轭效应">超共轭</a></li> <li><a href="/wiki/%E5%8F%8D%E9%94%AE%E8%BD%A8%E9%81%93" title="反键轨道">反键</a></li> <li><span class="ilh-all" data-orig-title="电荷转移键" data-lang-code="en" data-lang-name="英语" data-foreign-title="Charge-shift bond"><span class="ilh-page"><a href="/w/index.php?title=%E7%94%B5%E8%8D%B7%E8%BD%AC%E7%A7%BB%E9%94%AE&action=edit&redlink=1" class="new" title="电荷转移键（页面不存在）">电荷转移键</a></span><span class="noprint ilh-comment">（<span class="ilh-lang">英语</span><span class="ilh-colon">：</span><span class="ilh-link"><a href="https://en.wikipedia.org/wiki/Charge-shift_bond" class="extiw" title="en:Charge-shift bond"><span lang="en" dir="auto">Charge-shift bond</span></a></span>）</span></span></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/%E5%85%B1%E6%8C%AF_(%E5%8C%96%E5%AD%A6)" title="共振 (化学)">共振键</a></th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0px"><div style="padding:0em 0.25em"> <ul><li><a href="/wiki/%E7%BC%BA%E7%94%B5%E5%AD%90%E5%88%86%E5%AD%90" title="缺电子分子">缺电子</a> <ul><li><a href="/wiki/%E4%B8%89%E4%B8%AD%E5%BF%83%E4%B8%A4%E7%94%B5%E5%AD%90%E9%94%AE" title="三中心两电子键">3c–2e</a></li> <li><a href="/wiki/%E5%9B%9B%E4%B8%AD%E5%BF%83%E4%B8%A4%E7%94%B5%E5%AD%90%E9%94%AE" title="四中心两电子键">4c–2e</a></li></ul></li> <li><a href="/wiki/%E8%B6%85%E4%BB%B7%E5%88%86%E5%AD%90" title="超价分子">超价分子</a> <ul><li><a href="/wiki/%E4%B8%89%E4%B8%AD%E5%BF%83%E5%9B%9B%E7%94%B5%E5%AD%90%E9%94%AE" title="三中心四电子键">3c–4e</a></li></ul></li> <li><a href="/wiki/%E8%8A%B3%E9%A6%99%E6%80%A7" title="芳香性">芳香性</a> <ul><li><a class="mw-selflink selflink">莫比乌斯</a></li> <li><a href="/wiki/%E5%90%8C%E8%8A%B3%E9%A6%99%E6%80%A7" title="同芳香性">同芳香性</a></li></ul></li></ul> </div></td></tr></tbody></table><div></div></td></tr><tr><th scope="row" class="navbox-group" style="width:6em"><a href="/wiki/%E9%87%91%E5%B1%9E%E9%94%AE" title="金属键">金属键</a></th><td class="navbox-list-with-group navbox-list navbox-odd" style="padding:0px"><div style="padding:0em 0.25em"> <ul><li><a href="/wiki/%E9%87%91%E5%B1%AC%E8%8A%B3%E9%A6%99%E6%80%A7" title="金屬芳香性">金屬芳香性</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:6em"><a href="/wiki/%E7%A6%BB%E5%AD%90%E9%94%AE" title="离子键">离子键</a></th><td class="navbox-list-with-group navbox-list navbox-even" style="padding:0px"><div style="padding:0em 0.25em"></div></td></tr></tbody></table><div></div></td><td class="noviewer navbox-image" rowspan="4" style="width:1px;padding:0px 0px 0px 2px"><div><span typeof="mw:File"><a href="/wiki/File:Ligatio-covalens.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/2/21/Ligatio-covalens.svg/200px-Ligatio-covalens.svg.png" decoding="async" width="200" height="89" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/2/21/Ligatio-covalens.svg/300px-Ligatio-covalens.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/2/21/Ligatio-covalens.svg/400px-Ligatio-covalens.svg.png 2x" data-file-width="597" data-file-height="265" /></a></span><br /><span typeof="mw:File"><a href="/wiki/File:Chemfm_carbon_monoxide_3_1.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/7/77/Chemfm_carbon_monoxide_3_1.svg/200px-Chemfm_carbon_monoxide_3_1.svg.png" decoding="async" width="200" height="113" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/7/77/Chemfm_carbon_monoxide_3_1.svg/300px-Chemfm_carbon_monoxide_3_1.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/7/77/Chemfm_carbon_monoxide_3_1.svg/400px-Chemfm_carbon_monoxide_3_1.svg.png 2x" data-file-width="99" data-file-height="56" /></a></span><br /><span typeof="mw:File"><a href="/wiki/File:Pi-Bond.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/7/70/Pi-Bond.svg/200px-Pi-Bond.svg.png" decoding="async" width="200" height="113" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/7/70/Pi-Bond.svg/300px-Pi-Bond.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/7/70/Pi-Bond.svg/400px-Pi-Bond.svg.png 2x" data-file-width="1920" data-file-height="1080" /></a></span></div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/%E5%88%86%E5%AD%90%E9%97%B4%E4%BD%9C%E7%94%A8%E5%8A%9B" title="分子间作用力">分子间作用力<br />（“弱”）</a></th><td class="navbox-list-with-group navbox-list navbox-odd hlist" style="width:100%;padding:0px"><div style="padding:0em 0.25em"></div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><th scope="row" class="navbox-group" style="width:6em"><a href="/wiki/%E8%8C%83%E5%BE%B7%E5%8D%8E%E5%8A%9B" title="范德华力">范德华力</a></th><td class="navbox-list-with-group navbox-list navbox-odd" style="padding:0px"><div style="padding:0em 0.25em"> <ul><li><a href="/wiki/%E8%89%B2%E6%95%A3%E5%8A%9B" title="色散力">分散力</a>（倫敦力）</li> <li><a href="/wiki/%E5%8F%96%E5%90%91%E5%8A%9B" title="取向力">取向力</a> （偶極-偶極）</li> <li><a href="/wiki/%E8%AF%B1%E5%AF%BC%E5%81%B6%E6%9E%81" title="诱导偶极">誘導偶極</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:6em"><a href="/wiki/%E6%B0%A2%E9%94%AE" title="氢键">氢键</a></th><td class="navbox-list-with-group navbox-list navbox-even" style="padding:0px"><div style="padding:0em 0.25em"> <ul><li><span class="ilh-all" data-orig-title="低能障氢键" data-lang-code="en" data-lang-name="英语" data-foreign-title="Low-barrier hydrogen bond"><span class="ilh-page"><a href="/w/index.php?title=%E4%BD%8E%E8%83%BD%E9%9A%9C%E6%B0%A2%E9%94%AE&action=edit&redlink=1" class="new" title="低能障氢键（页面不存在）">低能障</a></span><span class="noprint ilh-comment">（<span class="ilh-lang">英语</span><span class="ilh-colon">：</span><span class="ilh-link"><a href="https://en.wikipedia.org/wiki/Low-barrier_hydrogen_bond" class="extiw" title="en:Low-barrier hydrogen bond"><span lang="en" dir="auto">Low-barrier hydrogen bond</span></a></span>）</span></span></li> <li><span class="ilh-all" data-orig-title="共振辅助氢键" data-lang-code="en" data-lang-name="英语" data-foreign-title="Resonance-assisted hydrogen bond"><span class="ilh-page"><a href="/w/index.php?title=%E5%85%B1%E6%8C%AF%E8%BE%85%E5%8A%A9%E6%B0%A2%E9%94%AE&action=edit&redlink=1" class="new" title="共振辅助氢键（页面不存在）">共振辅助</a></span><span class="noprint ilh-comment">（<span class="ilh-lang">英语</span><span class="ilh-colon">：</span><span class="ilh-link"><a href="https://en.wikipedia.org/wiki/Resonance-assisted_hydrogen_bond" class="extiw" title="en:Resonance-assisted hydrogen bond"><span lang="en" dir="auto">Resonance-assisted hydrogen bond</span></a></span>）</span></span></li> <li><span class="ilh-all" data-orig-title="对称氢键" data-lang-code="en" data-lang-name="英语" data-foreign-title="Symmetric hydrogen bond"><span class="ilh-page"><a href="/w/index.php?title=%E5%AF%B9%E7%A7%B0%E6%B0%A2%E9%94%AE&action=edit&redlink=1" class="new" title="对称氢键（页面不存在）">对称</a></span><span class="noprint ilh-comment">（<span class="ilh-lang">英语</span><span class="ilh-colon">：</span><span class="ilh-link"><a href="https://en.wikipedia.org/wiki/Symmetric_hydrogen_bond" class="extiw" title="en:Symmetric hydrogen bond"><span lang="en" dir="auto">Symmetric hydrogen bond</span></a></span>）</span></span></li> <li><a href="/wiki/%E5%8F%8C%E6%B0%A2%E9%94%AE" title="双氢键">双氢键</a></li> <li><span class="ilh-all" data-orig-title="C–H···O相互作用" data-lang-code="en" data-lang-name="英语" data-foreign-title="C–H···O interaction"><span class="ilh-page"><a href="/w/index.php?title=C%E2%80%93H%C2%B7%C2%B7%C2%B7O%E7%9B%B8%E4%BA%92%E4%BD%9C%E7%94%A8&action=edit&redlink=1" class="new" title="C–H···O相互作用（页面不存在）">C–H···O键</a></span><span class="noprint ilh-comment">（<span class="ilh-lang">英语</span><span class="ilh-colon">：</span><span class="ilh-link"><a href="https://en.wikipedia.org/wiki/C%E2%80%93H%C2%B7%C2%B7%C2%B7O_interaction" class="extiw" title="en:C–H···O interaction"><span lang="en" dir="auto">C–H···O interaction</span></a></span>）</span></span></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:6em">其他<a href="/wiki/%E9%9D%9E%E5%85%B1%E4%BB%B7%E4%BD%9C%E7%94%A8%E5%8A%9B" title="非共价作用力">非共价键</a></th><td class="navbox-list-with-group navbox-list navbox-odd" style="padding:0px"><div style="padding:0em 0.25em"> <ul><li><a href="/wiki/%E6%9C%BA%E6%A2%B0%E4%BA%92%E9%94%81%E7%BB%93%E6%9E%84%E5%88%86%E5%AD%90" title="机械互锁结构分子">机械键</a></li> <li><a href="/wiki/%E5%8D%A4%E9%94%AE" title="卤键">卤键</a></li> <li><span class="ilh-all" data-orig-title="硫族键" data-lang-code="en" data-lang-name="英语" data-foreign-title="Chalcogen bond"><span class="ilh-page"><a href="/w/index.php?title=%E7%A1%AB%E6%97%8F%E9%94%AE&action=edit&redlink=1" class="new" title="硫族键（页面不存在）">硫族键</a></span><span class="noprint ilh-comment">（<span class="ilh-lang">英语</span><span class="ilh-colon">：</span><span class="ilh-link"><a href="https://en.wikipedia.org/wiki/Chalcogen_bond" class="extiw" title="en:Chalcogen bond"><span lang="en" dir="auto">Chalcogen bond</span></a></span>）</span></span></li> <li><a href="/wiki/%E4%BA%B2%E9%87%91%E4%BD%9C%E7%94%A8" title="亲金作用">亲金作用</a></li> <li><a href="/wiki/%E5%B5%8C%E5%85%A5_(%E5%8C%96%E5%AD%B8)" title="嵌入 (化學)">嵌入</a></li> <li><a href="/wiki/%E5%A0%86%E7%A7%AF_(%E5%8C%96%E5%AD%A6)" title="堆积 (化学)">重叠</a></li> <li><span class="ilh-all" data-orig-title="阳离子–π相互作用" data-lang-code="en" data-lang-name="英语" data-foreign-title="Cation–pi interaction"><span class="ilh-page"><a href="/w/index.php?title=%E9%98%B3%E7%A6%BB%E5%AD%90%E2%80%93%CF%80%E7%9B%B8%E4%BA%92%E4%BD%9C%E7%94%A8&action=edit&redlink=1" class="new" title="阳离子–π相互作用（页面不存在）">阳离子–π键</a></span><span class="noprint ilh-comment">（<span class="ilh-lang">英语</span><span class="ilh-colon">：</span><span class="ilh-link"><a href="https://en.wikipedia.org/wiki/Cation%E2%80%93pi_interaction" class="extiw" title="en:Cation–pi interaction"><span lang="en" dir="auto">Cation–pi interaction</span></a></span>）</span></span></li> <li><span class="ilh-all" data-orig-title="阳离子–π相互作用#阴离子–π相互作用" data-lang-code="en" data-lang-name="英语" data-foreign-title="Cation–pi interaction#Anion–π interaction"><span class="ilh-page"><a href="/w/index.php?title=%E9%98%B3%E7%A6%BB%E5%AD%90%E2%80%93%CF%80%E7%9B%B8%E4%BA%92%E4%BD%9C%E7%94%A8&action=edit&redlink=1" class="new" title="阳离子–π相互作用（页面不存在）">阴离子–π键</a></span><span class="noprint ilh-comment">（<span class="ilh-lang">英语</span><span class="ilh-colon">：</span><span class="ilh-link"><a href="https://en.wikipedia.org/wiki/Cation%E2%80%93pi_interaction#Anion–π_interaction" class="extiw" title="en:Cation–pi interaction"><span lang="en" dir="auto">Cation–pi interaction#Anion–π interaction</span></a></span>）</span></span></li> <li><span class="ilh-all" data-orig-title="盐桥 (蛋白质和超分子)" data-lang-code="en" data-lang-name="英语" data-foreign-title="Salt bridge (protein and supramolecular)"><span class="ilh-page"><a href="/w/index.php?title=%E7%9B%90%E6%A1%A5_(%E8%9B%8B%E7%99%BD%E8%B4%A8%E5%92%8C%E8%B6%85%E5%88%86%E5%AD%90)&action=edit&redlink=1" class="new" title="盐桥 (蛋白质和超分子)（页面不存在）">盐桥</a></span><span class="noprint ilh-comment">（<span class="ilh-lang">英语</span><span class="ilh-colon">：</span><span class="ilh-link"><a href="https://en.wikipedia.org/wiki/Salt_bridge_(protein_and_supramolecular)" class="extiw" title="en:Salt bridge (protein and supramolecular)"><span lang="en" dir="auto">Salt bridge (protein and supramolecular)</span></a></span>）</span></span></li></ul> </div></td></tr></tbody></table><div></div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/%E9%8D%B5%E7%B5%90%E6%96%B7%E8%A3%82" title="鍵結斷裂">鍵結斷裂</a></th><td class="navbox-list-with-group navbox-list navbox-odd hlist" style="width:100%;padding:0px"><div style="padding:0em 0.25em"></div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><td colspan="2" class="navbox-list navbox-even" style="width:100%;padding:0px"><div style="padding:0em 0.25em"> <ul><li><a href="/wiki/%E5%BC%82%E8%A3%82" title="异裂">异裂</a></li> <li><a href="/wiki/%E5%9D%87%E8%A3%82" title="均裂">均裂</a></li></ul> </div></td></tr></tbody></table><div></div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><span class="ilh-all" data-orig-title="電子計數" data-lang-code="en" data-lang-name="英语" data-foreign-title="Electron counting"><span class="ilh-page"><a href="/w/index.php?title=%E9%9B%BB%E5%AD%90%E8%A8%88%E6%95%B8&action=edit&redlink=1" class="new" title="電子計數（页面不存在）">電子計數規則</a></span><span class="noprint ilh-comment">（<span class="ilh-lang">英语</span><span class="ilh-colon">：</span><span class="ilh-link"><a href="https://en.wikipedia.org/wiki/Electron_counting" class="extiw" title="en:Electron counting"><span lang="en" dir="auto">Electron counting</span></a></span>）</span></span></th><td class="navbox-list-with-group navbox-list navbox-odd hlist" style="width:100%;padding:0px"><div style="padding:0em 0.25em"></div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><td colspan="2" class="navbox-list navbox-odd" style="width:100%;padding:0px"><div style="padding:0em 0.25em"> <ul><li><a href="/wiki/%E5%85%AB%E9%9A%85%E9%AB%94%E8%A6%8F%E5%89%87" title="八隅體規則">八隅體</a></li> <li><a href="/wiki/18%E7%94%B5%E5%AD%90%E8%A7%84%E5%88%99" title="18电子规则">18电子规则</a></li> <li><a href="/wiki/%E8%8A%B3%E9%A6%99%E6%80%A7" title="芳香性">芳香性</a> <ul><li><a href="/wiki/%E4%BC%91%E5%85%8B%E5%B0%94%E6%B3%95%E5%88%99" title="休克尔法则">休克尔规则</a></li> <li><a href="/wiki/Baird%E8%A7%84%E5%88%99" title="Baird规则">Baird规则</a></li> <li><a class="mw-selflink selflink">莫比乌斯规则</a></li> <li><span class="ilh-all" data-orig-title="球形芳香性" data-lang-code="en" data-lang-name="英语" data-foreign-title="Spherical aromaticity"><span class="ilh-page"><a href="/w/index.php?title=%E7%90%83%E5%BD%A2%E8%8A%B3%E9%A6%99%E6%80%A7&action=edit&redlink=1" class="new" title="球形芳香性（页面不存在）">球形</a></span><span class="noprint ilh-comment">（<span class="ilh-lang">英语</span><span class="ilh-colon">：</span><span class="ilh-link"><a href="https://en.wikipedia.org/wiki/Spherical_aromaticity" class="extiw" title="en:Spherical aromaticity"><span lang="en" dir="auto">Spherical aromaticity</span></a></span>）</span></span></li></ul></li> <li><span class="ilh-all" data-orig-title="多面体骨架电子对理论" data-lang-code="en" data-lang-name="英语" data-foreign-title="Polyhedral skeletal electron pair theory"><span class="ilh-page"><a href="/w/index.php?title=%E5%A4%9A%E9%9D%A2%E4%BD%93%E9%AA%A8%E6%9E%B6%E7%94%B5%E5%AD%90%E5%AF%B9%E7%90%86%E8%AE%BA&action=edit&redlink=1" class="new" title="多面体骨架电子对理论（页面不存在）">多面体骨架电子对理论</a></span><span class="noprint ilh-comment">（<span class="ilh-lang">英语</span><span class="ilh-colon">：</span><span class="ilh-link"><a href="https://en.wikipedia.org/wiki/Polyhedral_skeletal_electron_pair_theory" class="extiw" title="en:Polyhedral skeletal electron pair theory"><span lang="en" dir="auto">Polyhedral skeletal electron pair theory</span></a></span>）</span></span></li></ul> </div></td></tr></tbody></table><div></div></td></tr></tbody></table></div>    </div><noscript><img src="https://login.wikimedia.org/wiki/Special:CentralAutoLogin/start?type=1x1&useformat=desktop" alt="" width="1" height="1" style="border: none; position: absolute;"></noscript> <div class="printfooter" data-nosnippet="">检索自“<a dir="ltr" href="https://zh.wikipedia.org/w/index.php?title=莫比乌斯芳香性&oldid=70838726">https://zh.wikipedia.org/w/index.php?title=莫比乌斯芳香性&oldid=70838726</a>”</div></div> <div id="catlinks" class="catlinks" data-mw="interface"><div id="mw-normal-catlinks" class="mw-normal-catlinks"><a href="/wiki/Special:%E9%A1%B5%E9%9D%A2%E5%88%86%E7%B1%BB" 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