Nickela‐electrocatalyzed C?H Alkoxylation with Secondary Alcohols: Oxidation‐Induced Reductive Elimination at Nickel(III)

Zhang Shou‐Kun; Struwe Julia; Hu Lianrui; Ackermann Lutz

摘要

Abstract > Nickela‐electrooxidative C?H alkoxylations with challenging secondary alcohols were accomplished in a fully dehydrogenative fashion, thereby avoiding stoichiometric chemical oxidants, with H <sub>2</sub> as the only stoichiometric byproduct. The nickela‐electrocatalyzed oxygenation proved viable with various (hetero)arenes, including naturally occurring secondary alcohols, without racemization. Detailed mechanistic investigation, including DFT calculations and cyclovoltammetric studies of a well‐defined C?H activated nickel(III) intermediate, suggest an oxidation‐induced reductive elimination at nickel(III). </abstract> </span> <span class="z_kbtn z_kbtnclass hoverxs" style="display: none;">展开▼</span> </div> <div class="translation abstracttxt"> <span class="zhankaihshouqi fivelineshidden" id="abstract"> <span>机译：</span><Abstract Type =“Main”XML：Lang =“en”> <标题类型=“main”>抽象</ title> > 用充满脱氢的时装完成具有具有挑战性的仲醇的镍氧化物C'H烷氧基化，从而避免了化学计量的化学氧化剂 <sub> 2 </ sub> 作为唯一的化学计量副产品。 Nickela-Interactoyalyzed氧合用各种（杂）植物可行，包括天然存在的仲醇，无需外向性。详细的机械调查，包括DFT计算和定义明确的C-H活性镍（III）中间体的Cyclovetric研究，表明镍（III）的氧化诱导的还原消除。 </ p> </摘要> </span> <span class="z_kbtn z_kbtnclass hoverxs" style="display: none;">展开▼</span> </div> </div> <div class="record"> <h2 class="all_title" id="enpatent33" >著录项</h2> <ul> <li> <span class="lefttit">来源</span> <div style="width: 86%;vertical-align: text-top;display: inline-block;"> <a href='/journal-foreign-19011/'>《Angewandte Chemie》</a> <b style="margin: 0 2px;">|</b><span>2020年第8期</span><b style="margin: 0 2px;">|</b><span>共6页</span> </div> </li> <li> <div class="author"> <span class="lefttit">作者</span> <p id="fAuthorthree" class="threelineshidden zhankaihshouqi"> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=Zhang Shou‐Kun&option=202" target="_blank" rel="nofollow">Zhang Shou‐Kun;</a> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=Struwe Julia&option=202" target="_blank" rel="nofollow">Struwe Julia;</a> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=Hu Lianrui&option=202" target="_blank" rel="nofollow">Hu Lianrui;</a> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=Ackermann Lutz&option=202" target="_blank" rel="nofollow">Ackermann Lutz;</a> </p> <span class="z_kbtnclass z_kbtnclassall hoverxs" id="zkzz" style="display: none;">展开▼</span> </div> </li> <li> <div style="display: flex;"> <span class="lefttit">作者单位</span> <div style="position: relative;margin-left: 3px;max-width: 639px;"> <div class="threelineshidden zhankaihshouqi" id="fOrgthree"> <p>Institut für Organische und Biomolekulare ChemieGeorg-August-Universit?t G?ttingenTammannstrasse 2 37077 G?ttingen Germany;</p> <p>Institut für Organische und Biomolekulare ChemieGeorg-August-Universit?t G?ttingenTammannstrasse 2 37077 G?ttingen Germany;</p> <p>Institut für Organische und Biomolekulare ChemieGeorg-August-Universit?t G?ttingenTammannstrasse 2 37077 G?ttingen Germany;</p> <p>Institut für Organische und Biomolekulare ChemieGeorg-August-Universit?t G?ttingenTammannstrasse 2 37077 G?ttingen Germany;</p> </div> <span class="z_kbtnclass z_kbtnclassall hoverxs" id="zhdw" style="display: none;">展开▼</span> </div> </div> </li> <li > <span class="lefttit">收录信息</span> <span style="width: 86%;vertical-align: text-top;display: inline-block;"></span> </li> <li> <span class="lefttit">原文格式</span> <span>PDF</span> </li> <li> <span class="lefttit">正文语种</span> <span>eng</span> </li> <li> <span class="lefttit">中图分类</span> <span><a href="https://www.zhangqiaokeyan.com/clc/1188.html" title="应用化学">应用化学;</a></span> </li> <li class="antistop"> <span class="lefttit">关键词</span> <p style="width: 86%;vertical-align: text-top;"> <a style="color: #3E7FEB;" href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=C?H alkoxylation&option=203" rel="nofollow">C?H alkoxylation;</a> <a style="color: #3E7FEB;" href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=electrocatalysis&option=203" rel="nofollow">electrocatalysis;</a> <a style="color: #3E7FEB;" href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=electrochemistry&option=203" rel="nofollow">electrochemistry;</a> <a style="color: #3E7FEB;" href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=nickel&option=203" rel="nofollow">nickel;</a> <a style="color: #3E7FEB;" href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=oxygenation&option=203" rel="nofollow">oxygenation;</a> </p> <div class="translation"> 机译：C？H烷氧基化;电殖分解;电化学;镍;氧合; 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Zhou Zheng</a> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=周政&option=202" target="_blank" rel="nofollow" class="tuijian_auth tuijian_authcolor">,周政</a> <span> <a href="/conference-cn-39678/" target="_blank" rel="nofollow" class="tuijian_authcolor"> . 江苏省化学化工学会2015年学术年会 </a> <span> <span> . 2015</span> </span> </div> </li> <li> <div> <b>7. </b><a class="enjiyixqcontent" href="/academic-degree-domestic_mphd_thesis/020312614888.html">镍-钴/碳-氮复合物的制备及其对醇氧化与氧还原反应的电催化活性</a> <b>[A] </b> <span> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=邓中梁&option=202" target="_blank" rel="nofollow" class="tuijian_auth tuijian_authcolor"> . 邓中梁</a> <span> . 2018</span> </span> </div> </li> </ul> <ul style="display: none;"> <li> <div> <b>1. </b><a class="enjiyixqcontent" href="/patent-detail/06120202958.html">高级仲醇烷氧基化物氧化烯加合物或高级仲醇烷氧基化物的硫酸酯混合物的制备方法</a> <b>[P]</b> . <span> 中国专利： CN1213979C </span> <span> . 2005.08.10</span> </div> </li> <li> <div> <b>2. </b><a class="enjiyixqcontent" href="/patent-detail/06120104613884.html">高级仲醇烷氧基化物氧化烯加合物或高级仲醇烷氧基化物的硫酸酯混合物的制备方法</a> <b>[P]</b> . <span> 中国专利： CN1412171A </span> <span> . 2003-04-23</span> </div> </li> <li> <div> <b>3. </b><a class="enjiyixqcontent" href="/patent-detail/06130420739328.html">NICKEL COMPOSITE HYDROXIDE FOR A LITHIUM SECONDARY BATTERY, LITHIUM COMPOSITE OXIDE FOR A LITHIUM SECONDARY BATTERY PREPARED USING THE NICKEL COMPOSITE HYDROXIDE, METHODS OF PREPARING THE NICKEL COMPOSITE HYDROXIDE AND LITHIUM COMPOSITE OXIDE, POSITIVE ELECTRODE FOR A LITHIUM SECONDARY BATTERY THAT INCLUDES THE LITHIUM COMPOSITE OXIDE, AND LITHIUM SECONDARY BATTERY INCLUDING THE POSITIVE ELECTRODE</a> <b>[P]</b> . <span> 外国专利：  US2013108926A1 </span> <span> . 2013-05-02</span> </div> <p class="zwjiyix translation" style="max-width: initial;height: auto;word-break: break-all;white-space: initial;text-overflow: initial;overflow: initial;"> <span>机译：用于锂二次电池的镍复合氢氧化物，用于锂二次电池的锂复合氧化物，其使用镍复合氢氧化物制备，制备镍复合氢氧化物和锂复合锂氧化物的方法，在正极上具有正极性和锂二次电池（包括正电极） </span> </p> </li> <li> <div> <b>4. </b><a class="enjiyixqcontent" href="/patent-detail/06130421294474.html">LITHIUM MANGANESE (IV) NICKEL (III)-BASED OXIDE, POSITIVE ELECTRODE ACTIVE MATERIAL FOR LITHIUM ION SECONDARY BATTERY CONTAINING THE OXIDE, LITHIUM ION SECONDARY BATTERY USING THE MATERIAL, AND VEHICLE CARRYING THE BATTERY</a> <b>[P]</b> . <span> 外国专利：  JP2013060319A </span> <span> . 2013-04-04</span> </div> <p class="zwjiyix translation" style="max-width: initial;height: auto;word-break: break-all;white-space: initial;text-overflow: initial;overflow: initial;"> <span>机译：锰酸锂（IV），镍（III）基氧化物，用于含锂离子二次电池的正电极活性材料，使用该材料的锂离子二次电池以及车辆携带的电池 </span> </p> </li> <li> <div> <b>5. </b><a class="enjiyixqcontent" href="/patent-detail/06130434147011.html">Preparation of enantiomerically pure epoxides comprises reduction of ketones alpha-substituted by leaving group with alcohol dehydrogenases in the presence of a cofactor to give enantiomerically pure alcohols, then base-induced cyclization</a> <b>[P]</b> . <span> 外国专利：  DE102005028312A1 </span> <span> . 2006-12-28</span> </div> <p class="zwjiyix translation" style="max-width: initial;height: auto;word-break: break-all;white-space: initial;text-overflow: initial;overflow: initial;"> <span>机译：对映体纯的环氧化物的制备包括通过在辅因子存在下用醇脱氢酶使基团离去而还原α-取代的酮，得到对映体纯的醇，然后进行碱诱导的环化 </span> </p> </li> </ul> </div> </div> </div> <div class="theme cardcommon" style="overflow: auto;display:none"> <h3 class="all_title" id="enpatent55">相关主题</h3> <ul id="subject"> </ul> </div> </div> </div> </div> <div class="right rightcon"> <div class="details_img cardcommon clearfix" style="margin-bottom: 10px;display:none;" > </div> </div> </div> <div id="thesis_get_original1" class="downloadBth" style="bottom: 19px;z-index: 999;" onclick="ywcd('0704028161688','4',7,2,1,'',this,24)" class="delivery" prompt="010401" title="通过人工服务将文献原文发送至邮箱" >获取原文</div> <div 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