Catalytic One‐Pot Conversion of Renewable Platform Chemicals to Hydrocarbon and Ether Biofuels through Tandem Hf(OTf)4 +Pd/C Catalysis

Liu Dong‐Huang; Marks Tobin J.; Li Zhi

摘要

Abstract > Efficient conversion of renewable biomass platform chemicals into high‐quality fuels remains challenging. A one‐pot catalytic approach has been developed to synthesize various structurally defined biofuels by using Hf(OTf) <sub>4</sub> and Pd/C for selective tandem catalysis and 2‐methylfuran (2‐MF) as a renewable feedstock. 2‐MF first undergoes Lewis acid‐catalyzed hydroxyalkylation/alkylation (HAA) condensation with carbonyl compounds to afford intermediates containing the targeted carbon skeletons of hydrocarbon or ether products, and these intermediates then undergo hydrogenation or hydrodeoxygenation to afford the target products, catalyzed by metal triflate+Pd/C in the same pot. The present process can produce structurally defined alkanes and cyclic ethers under mild conditions. </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> > 可再生生物量平台化学品的高效转化为高质量的燃料仍然具有挑战性。已经开发出一种单壶催化方法来通过使用HF（OTF）来合成各种结构定义的生物燃料 <sub> 4 </ sub> 选择性串联催化剂和2-甲基呋喃（2-MF）作为可再生原料的PD / C. 首先将2-MF经历Lewis酸催化的羟基烷基化/烷基化（HAA）缩合，用羰基化合物缩合，得到含有烃或醚产物的靶向碳骨架的中间体，然后将这些中间体经历氢化或加氢氧基，得到由金属催化的靶产物。在同一锅中的Triflate + Pd / c。本方法可以在温和条件下产生结构定义的烷烃和环状醚。 </ 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-16185/'>《ChemSusChem》</a> <b style="margin: 0 2px;">|</b><span>2019年第24期</span><b style="margin: 0 2px;">|</b><span>共7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=Liu Dong‐Huang&option=202" target="_blank" rel="nofollow">Liu Dong‐Huang;</a> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=Marks Tobin J.&option=202" target="_blank" rel="nofollow">Marks Tobin J.;</a> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=Li Zhi&option=202" target="_blank" rel="nofollow">Li Zhi;</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>School of Physical Science and TechnologyShanghaiTech University393 Middle Huaxia Road Pudong District Shanghai 201210 China;</p> <p>Department of ChemistryNorthwestern University2145 Sheridan Road Evanston IL 60208 USA;</p> <p>School of Physical Science and TechnologyShanghaiTech University393 Middle Huaxia Road Pudong District Shanghai 201210 China;</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/159.html" title="化学">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=biomass&option=203" rel="nofollow">biomass;</a> <a style="color: #3E7FEB;" href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=cyclic ethers&option=203" rel="nofollow">cyclic ethers;</a> <a style="color: #3E7FEB;" href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=hydrocarbons&option=203" rel="nofollow">hydrocarbons;</a> <a style="color: #3E7FEB;" href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=platform chemicals&option=203" rel="nofollow">platform chemicals;</a> <a style="color: #3E7FEB;" href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=tandem catalyst&option=203" rel="nofollow">tandem catalyst;</a> </p> <div class="translation"> 机译：生物质;循环醚;碳氢化合物;平台化学品;串联催化剂; </div> </li> </ul> </div> </div> <div class="literature cardcommon" id="literaturereference" style="display:none"> <div class="similarity "> <h3 class="all_title" id="enpatent111">引文网络</h3> <div class="referencetab clearfix"> <ul id="referencedaohang"> <li dataid="referenceul">参考文献</li> <li dataid="citationul">引证文献</li> <li dataid="commonreferenceul">共引文献</li> <li dataid="commoncitationul">同被引文献</li> <li dataid="tworeferenceul">二级参考文献</li> <li dataid="twocitationul">二级引证文献</li> </ul> </div> <div class="reference_details" id="referenceList"> <ul id="referenceul"></ul> <ul id="citationul"></ul> <ul id="commonreferenceul"></ul> <ul id="commoncitationul"></ul> <ul id="tworeferenceul"></ul> <ul id="twocitationul"></ul> </div> </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/0704022095570.html">Catalytic One‐Pot Conversion of Renewable Platform Chemicals to Hydrocarbon and Ether Biofuels through Tandem Hf(OTf)4 +Pd/C 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href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=赵多&option=202" target="_blank" rel="nofollow" class="tuijian_auth tuijian_authcolor"> . 赵多</a> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=马宇春&option=202" target="_blank" rel="nofollow" class="tuijian_auth tuijian_authcolor">,马宇春</a> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=马文迪&option=202" target="_blank" rel="nofollow" class="tuijian_auth tuijian_authcolor">,马文迪</a> <span> <a href="/conference-cn-56/" target="_blank" rel="nofollow" class="tuijian_authcolor"> . 中国化工学会2017年石油化工学术年会 </a> <span> <span> . 2017</span> </span> </div> </li> <li> <div> <b>7. </b><a class="enjiyixqcontent" href="/academic-degree-domestic_mphd_thesis/020312914302.html">固体碱催化裂解光皮树油制备富烃基生物燃料油的研究</a> <b>[A] </b> <span> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=姜伟伟&option=202" target="_blank" rel="nofollow" class="tuijian_auth tuijian_authcolor"> . 姜伟伟</a> <span> . 2014</span> </span> </div> </li> </ul> <ul style="display: none;"> <li> <div> <b>1. </b><a class="enjiyixqcontent" href="/patent-detail/06120105711203.html">甲烷转化为有用烃的方法及其中使用的催化剂及该催化剂的再生</a> <b>[P]</b> . <span> 中国专利： CN101516508A </span> <span> . 2009-08-26</span> </div> </li> <li> <div> <b>2. </b><a class="enjiyixqcontent" href="/patent-detail/061202580780.html">固体含烃材料的催化热解及相关的生物燃料和芳烃化合物</a> <b>[P]</b> . <span> 中国专利： CN104962309B </span> <span> . 2017.09.26</span> </div> </li> <li> <div> <b>3. </b><a class="enjiyixqcontent" href="/patent-detail/06130438908742.html">Manufacture of ethers of glycerol, useful as e.g. biofuel, comprises reaction of triglyceride with primary monoalcohol by heterogenous catalysis and reaction of glycerol with olefinic hydrocarbon</a> <b>[P]</b> . <span> 外国专利：  FR2866653A1 </span> <span> . 2005-08-26</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：甘油醚的制造，例如用作生物燃料，包括通过多相催化甘油三酸酯与伯一元醇的反应以及甘油与烯烃的反应 </span> </p> </li> <li> <div> <b>4. </b><a class="enjiyixqcontent" href="/patent-detail/06130405881169.html">ONE STEP DIRECT ARYLATION OF COMMODITY CHEMICALS TO SPECIALTY CHEMICALS BY TANDEM CATALYTIC PLATFORM</a> <b>[P]</b> . <span> 外国专利：  KR101885360B1 </span> <span> . 2018-08-03</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：通过串联催化平台将商品化学试剂直接转换为特殊化学试剂 </span> </p> </li> <li> <div> <b>5. </b><a class="enjiyixqcontent" href="/patent-detail/06130408646042.html">ONE STEP DIRECT ARYLATION OF COMMODITY CHEMICALS TO SPECIALTY CHEMICALS BY TANDEM CATALYTIC PLATFORM</a> <b>[P]</b> . <span> 外国专利：  KR20170122051A </span> <span> . 2017-11-03</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：通过串联催化平台将商品化学试剂直接转换为特殊化学试剂 </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('0704022095570','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 class="journalsub-pop-up" style="display: none"> <div class="journal-sub"> <h2>期刊订阅</h2> <img src="https://cdn.zhangqiaokeyan.com/img/loginclose.png" alt="关闭" onclick="$('.journalsub-pop-up').hide()"> <p class="pardon">抱歉，该期刊暂不可订阅，敬请期待！</p> <p class="current">目前支持订阅全部北京大学中文核心（2020）期刊目录。</p> <div style="display: flex;margin-top: 69px;justify-content: space-between;"> <div 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