Synthesis of Industrial Primary Diamines via Intermediate Diols – Combining Hydroformylation, Hydrogenation and Amination

Fuchs Sarah; Lichte Dominik; Jolmes Tristan; R?sler Thorsten; Meier Gregor; Strutz Heinz; Behr Arno; J.Vorholt Andreas

摘要

Abstract >A homogenous transition metal catalysis that combines hydroformylation, hydrogenation and direct amination presents an elegant multi‐step pathway for synthesising primary diamines from olefins and ammonia. The valuable intermediate TCD‐diamine is obtained, which has a wide range of industrial applications as a monomer building block. The rhodium‐catalysed hydrohydroxymethylation step converts non‐conjugated dienes to the intermediate diols. Ammonia is added in a second ruthenium‐catalysed amination step to obtain primary diamines. The conditions for both reactions were first optimised independently and combined to design a tandem reaction. For the amination reaction of the diol, excellent diamine yields of up to 88?% in toluene were achieved. An analysis of the interactions between the two catalytic systems demonstrated that the conditions of both single reaction steps counteract each other, meaning the presence of either rhodium or ruthenium blocks the other respective reaction. Using a two‐step approach, optimised reaction conditions were applied to achieve equally high diamine yields of 88?%. </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> >将加氢甲酰化，氢化和直接胺化结合的均匀过渡金属催化剂呈现优雅的多步途径，用于合成来自烯烃和氨的初级二胺。获得有价值的中间体TCD-二胺，其具有各种工业应用作为单体构建块。铑催化的氢羟基甲基化步骤将非缀合的二烯转化为中间二醇。在第二钌催化的胺化步骤中加入氨，得到初级二胺。两种反应的条件首先独立优化并组合以设计串联反应。对于二醇的胺化反应，实现了甲苯的优异二胺产率高达88Ω％。对两个催化系统之间的相互作用的分析证明了单一反应步骤的条件互相抵消，这意味着铑或钌的存在阻断了其他各自的反应。使用两步方法，施加优化的反应条件以实现同样高的二胺产率为88Ω％。</ 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-16041/'>《ChemCatChem 》</a> <b style="margin: 0 2px;">|</b><span>2018年第18期</span><b style="margin: 0 2px;">|</b> <span>共8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=Fuchs Sarah&option=202" target="_blank" rel="nofollow">Fuchs Sarah;</a> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=Lichte Dominik&option=202" target="_blank" rel="nofollow">Lichte Dominik;</a> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=Jolmes Tristan&option=202" target="_blank" rel="nofollow">Jolmes Tristan;</a> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=R?sler Thorsten&option=202" target="_blank" rel="nofollow">R?sler Thorsten;</a> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=Meier Gregor&option=202" target="_blank" rel="nofollow">Meier Gregor;</a> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=Strutz Heinz&option=202" target="_blank" rel="nofollow">Strutz Heinz;</a> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=Behr Arno&option=202" target="_blank" rel="nofollow">Behr Arno;</a> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=J.Vorholt Andreas&option=202" target="_blank" rel="nofollow">J.Vorholt Andreas;</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>Chair for Technical ChemistryDepartment of Bio- and Chemical Engineering TU DortmundEmil-Figge-Stra?e 66 Dortmund 44227 Germany;</p> <p>Chair for Technical ChemistryDepartment of Bio- and Chemical Engineering TU DortmundEmil-Figge-Stra?e 66 Dortmund 44227 Germany;</p> <p>Chair for Technical ChemistryDepartment of Bio- and Chemical Engineering TU DortmundEmil-Figge-Stra?e 66 Dortmund 44227 Germany;</p> <p>Chair for Technical ChemistryDepartment of Bio- and Chemical Engineering TU DortmundEmil-Figge-Stra?e 66 Dortmund 44227 Germany;</p> <p>OXEA Services GmbHInnovation &</p> <p>TechnologyOtto-Roelen-Stra?e 3 Oberhausen 46147 Germany;</p> <p>OXEA Services GmbHInnovation &</p> <p>TechnologyOtto-Roelen-Stra?e 3 Oberhausen 46147 Germany;</p> <p>Chair for Technical ChemistryDepartment of Bio- and Chemical Engineering TU DortmundEmil-Figge-Stra?e 66 Dortmund 44227 Germany;</p> <p>Chair for Technical ChemistryDepartment of Bio- and Chemical Engineering TU DortmundEmil-Figge-Stra?e 66 Dortmund 44227 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/1186.html" title="物理化学（理论化学）、化学物理学">物理化学（理论化学）、化学物理学 ;</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=diols&option=203" rel="nofollow">diols;</a> <a style="color: #3E7FEB;" href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=diamine&option=203" rel="nofollow">diamine;</a> <a style="color: #3E7FEB;" href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=hydrohydroxymethylation&option=203" rel="nofollow">hydrohydroxymethylation;</a> <a style="color: #3E7FEB;" href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=amination&option=203" rel="nofollow">amination;</a> <a style="color: #3E7FEB;" href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=tandem reaction&option=203" rel="nofollow">tandem reaction;</a> </p> <div class="translation"> 机译：二醇;二胺;氢羟基甲基化;胺化;串联反应; </div> </li> </ul> </div> </div> <div class="literature cardcommon"> <div class="similarity "> <h3 class="all_title" id="enpatent66">相似文献</h3> <div class="similaritytab clearfix"> <ul> <li class="active" >外文文献</li> <li >中文文献</li> <li >专利</li> </ul> </div> <div class="similarity_details"> <ul > <li> <div> <b>1. </b><a class="enjiyixqcontent" href="/journal-foreign-detail/0704022057359.html">Synthesis of Industrial Primary Diamines via Intermediate Diols – Combining Hydroformylation, Hydrogenation and Amination</a> <b>[J]</b> . <span> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=Fuchs Sarah&option=202" target="_blank" rel="nofollow" class="tuijian_auth tuijian_authcolor">Fuchs Sarah,</a> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=Lichte Dominik&option=202" target="_blank" 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Eur. 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A.&option=202" target="_blank" rel="nofollow" class="tuijian_auth tuijian_authcolor">Felty, R. A.,</a> <span>1988</span> </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：通过甲酰胺中间催化还原二氧化碳为甲烷和其他物种：在（Ir（Cl）CO）（ph3p）2存在下HC（O）NH2的合成和加氢</span> </p> </li> </ul> <ul style="display: none;"> <li> <div> <b>1. </b><a class="enjiyixqcontent" href="/academic-journal-cn_detail_thesis/0201295557536.html">从1,6-己二胺工业生产废液中分离提取旋光活性二胺化合物(Ⅰ)</a> <b>[J]</b> <span> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=华瑞茂&option=202" target="_blank" rel="nofollow" class="tuijian_auth tuijian_authcolor"> . 华瑞茂</a> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=张遂之&option=202" target="_blank" rel="nofollow" class="tuijian_auth tuijian_authcolor">,张遂之</a> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=宋永瑞&option=202" target="_blank" rel="nofollow" class="tuijian_auth tuijian_authcolor">,宋永瑞</a> <span> <a href="/journal-cn-57029/" 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