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Mechanistic insights into C‐CC‐C cross coupling activities of Pd/NiPd/Ni ‐doped heterofullerenes

机译：C-C的机械洞察C-C的C-C交叉耦合活动 Pd / Ni Pd / Ni -doped heteroflalenes

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Abstract > Mechanistic insights into Heck and Suzuki‐Miyaura cross coupling reactions with C <sub>59</sub> M (M?=?Pd/Ni) catalysts were developed. Density functional theory was used for the analysis of all the intermediates and transition states possible during C‐C cross coupling reactions over the catalysts under study. Oxidative addition, a step common to both Heck and Suzuki‐Miyaura cross coupling reactions, was observed to proceed with smaller activation barriers over C <sub>59</sub> Pd. Heck coupling of iodobenzene with styrene was observed to proceed via oxidative addition, migratory insertion, and reductive elimination steps. The free energy barriers for oxidative addition, migratory insertion, and reductive elimination steps were 14.8, 11.6, and 4.8?kcal/mol, respectively, over C <sub>59</sub> Pd, and 17.4, 79.3, and 17.4?kcal/mol, respectively, over C <sub>59</sub> Ni, indicating oxidative addition and migratory insertion to be the rate‐determining steps over C <sub>59</sub> Pd and C <sub>59</sub> Ni, respectively. Similarly for Suzuki‐Miyaura coupling reaction, activation barriers for oxidative addition, transmetalation, and reductive elimination steps were 14.8, 52.4, and 7.9?kcal/mol, respectively, over C <sub>59</sub> Pd, and 17.4, 64.7, and 60.2?kcal/mol, respectively, over C <sub>59</sub> Ni, indicating transmetalation step to be the rate‐determining step over both the heterofullerenes. </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”> <title type =“main”>抽象</ title> >对Heck和Suzuki-miyaura交叉耦合反应的C <SUB> 59 </开发亚> m（m？=Δpd/ ni）催化剂。密度函数理论用于分析所有中间体和过渡状态，可能在研究中的催化剂上的C-C交叉偶联反应期间。氧化加法，对Heck和Suzuki-miyaura交叉偶联反应共同的步骤，以进行较小的活化屏障，通过C <sub> 59 </ sub> Pd。观察到碘苯偶联的碘苯偶联通过氧化添加，迁移插入和还原消除步骤进行。用于氧化添加，迁移插入和还原消除步骤的自由能屏障分别为14.8,11.6和4.8克隆/ mol，C <Sub> 59 </ sub> PD，17.4,79.3和17.4 kcal / mol分别在C <sub> 59 </ sub> ni上，表明氧化添加和迁移插入是C <sub> 59 </ sub> pd和c <sub> 59 </ sub的速率确定步骤> Ni分别。类似地，对于铃木 - 宫系偶联反应，用于氧化添加，传递和还原消除步骤的活化屏障分别为14.8,52.4和7.9 kcal / mol，C <sub> 59 </ sub> PD，17.4,44.7分别在C <sub> 59 </ sub> ni上分别为60.2 kcal / mol，表示转移步骤是在异孔中的速率确定步骤。 </ p> </ abstract> </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-35546/'>《Journal of Physical Organic Chemistry》</a> <b style="margin: 0 2px;">|</b><span>2017年第12期</span><b style="margin: 0 2px;">|</b><span>共10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=Padole Manjusha C.&option=202" target="_blank" rel="nofollow">Padole Manjusha C.;</a> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=Deshpande Parag A.&option=202" target="_blank" rel="nofollow">Deshpande Parag A.;</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>Quantum and Molecular Engineering Laboratory Department of Chemical EngineeringIndian Institute of Technology KharagpurKharagpur 721302 India;</p> <p>Quantum and Molecular Engineering Laboratory Department of Chemical EngineeringIndian Institute of Technology KharagpurKharagpur 721302 India;</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/4796.html" title="有机化学一般性问题">有机化学一般性问题;</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=density functional theory&option=203" rel="nofollow">density functional theory;</a> <a style="color: #3E7FEB;" href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=Heck coupling&option=203" rel="nofollow">Heck coupling;</a> <a style="color: #3E7FEB;" href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=heterofullerenes&option=203" rel="nofollow">heterofullerenes;</a> <a style="color: #3E7FEB;" href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=rate‐determining step&option=203" rel="nofollow">rate‐determining step;</a> <a style="color: #3E7FEB;" href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=Suzuki‐Miyaura coupling&option=203" rel="nofollow">Suzuki‐Miyaura coupling;</a> </p> <div class="translation"> 机译：密度函数理论;Heck耦合;HeteroFullerenes;速率决定步骤;铃木 - 宫殿耦合; 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Urvi Panchal</a> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=Krunal Modi&option=202" target="_blank" rel="nofollow" class="tuijian_auth tuijian_authcolor">,Krunal Modi</a> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=Manthan Panchal&option=202" target="_blank" rel="nofollow" class="tuijian_auth tuijian_authcolor">,Manthan Panchal</a> <span> <a href="/journal-cn-28399/" target="_blank" rel="nofollow" class="tuijian_authcolor"> . 催化学报 </a> </span> <span> . 2016</span><span>,第002期</span> </span> </div> </li> <li> <div> <b>4. </b><a class="enjiyixqcontent" href="/academic-conference-cn_meeting-27176_thesis/020221776143.html">(Fc-C≡C-C≡C-Fc)Co<,2>(CO)<,6>n配合物的合成和分子结构</a> <b>[C]</b> <span> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=王一兵&option=202" target="_blank" rel="nofollow" class="tuijian_auth tuijian_authcolor"> . 王一兵</a> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=韩利民&option=202" target="_blank" rel="nofollow" class="tuijian_auth tuijian_authcolor">,韩利民</a> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=索全伶&option=202" target="_blank" rel="nofollow" class="tuijian_auth tuijian_authcolor">,索全伶</a> <span> <a href="/conference-cn-27176/" target="_blank" rel="nofollow" class="tuijian_authcolor"> . 中国化学会全国第十二届大环化学、第四届超分子化学学术讨论会 </a> <span> <span> . 2004</span> </span> </div> </li> <li> <div> <b>5. </b><a class="enjiyixqcontent" href="/academic-degree-domestic_mphd_thesis/02031600692.html">PD-Ni@n-MPC及其催化C-C偶联反应的研究</a> <b>[A] </b> <span> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=曹平&option=202" target="_blank" rel="nofollow" class="tuijian_auth tuijian_authcolor"> . 曹平</a> <span> . 2018</span> </span> </div> </li> </ul> <ul style="display: none;"> <li> <div> <b>1. </b><a class="enjiyixqcontent" href="/patent-detail/06120113556837.html">Pd/Fe-MOFs促进光催化C-N和C-C键合成</a> <b>[P]</b> . <span> 中国专利： CN113578395A </span> <span> . 2021-11-02</span> </div> </li> <li> <div> <b>2. </b><a class="enjiyixqcontent" href="/patent-detail/061201150164.html">Pd-和Pd-Ni-电镀浴</a> <b>[P]</b> . <span> 中国专利： CN102037162B </span> <span> . 2013.03.27</span> </div> </li> <li> <div> <b>3. </b><a class="enjiyixqcontent" href="/patent-detail/06130500661723.html">Methods of reducing liver PD-1-expressing CD8+ T cells using PD-1 Fc fusion proteins that bind Fc receptors</a> <b>[P]</b> . <span> 外国专利：  US11124569B2 </span> <span> . 2021-09-21</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：使用PD-1 Fc融合蛋白减少肝PD-1表达CD8 + T细胞的方法，其结合Fc受体 </span> </p> </li> <li> <div> <b>4. </b><a class="enjiyixqcontent" href="/patent-detail/06130400497340.html">GENE-THERAPEUTIC DNA-VECTOR BASED ON GENE-THERAPEUTIC DNA-VECTOR VTVAF17, CARRYING TARGET GENE SELECTED FROM GROUP OF GENES ANG, ANGPT1, VEGFA, FGF1, HIF1Α, HGF, SDF1, KLK4, PDGFC, PROK1, PROK2 TO INCREASE EXPRESSION LEVEL OF SAID TARGET GENES, METHOD FOR PRODUCTION AND USE THEREOF, STRAIN ESCHERICHIA COLI SCS110-AF/VTVAF17-ANG, OR ESCHERICHIA COLI SCS110-AF/VTVAF17-ANGPT1, OR ESCHERICHIA COLI SCS110-AF/VTVAF17-VEGFA, OR ESCHERICHIA COLI SCS110-AF/VTVAF17-FGF1, OR ESCHERICHIA COLI SCS110-AF/VTVAF17-HIF1Α, OR ESCHERICHIA COLI SCS110-AF/VTVAF17-HGF, OR ESCHERICHIA COLI SCS110-AF/VTVAF17-SDF1, OR ESCHERICHIA COLI SCS110-AF/VTVAF17-KLK4, OR ESCHERICHIA COLI SCS110-AF/VTVAF17-PDGFC, OR ESCHERICHIA COLI SCS110-AF/VTVAF17-PROK1, OR ESCHERICHIA COLI SCS110-AF/VTVAF17-PROK2, CARRYING GENE-THERAPEUTIC DNA VECTOR, METHOD FOR PRODUCTION THEREOF, METHOD FOR INDUSTRIAL PRODUCTION OF GENE-THERAPEUTIC DNA VECTOR</a> <b>[P]</b> . <span> 外国专利：  RU2730664C2 </span> <span> . 2020-08-24</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：基于基因治疗DNA载体VTVAF17的基因治疗DNA载体，携带选自基因ANG，ANGPT1，VEGFA，FGF1，HIF1α，HGF，SDF1，KLK4，PDGFC，PROK1，PROK2表达的靶基因所述的靶标基因，其生产和使用方法，应变大肠埃希氏菌SCS110-AF / VTVAF17-ANG或大肠埃希氏菌SCS110-AF / VTVAF17-ANGPT1或大肠埃希氏菌SCS110-AF / VTVAF17-VEGFA或大肠埃希氏菌SCS110-AF / VTVAF17-FGF1，或大肠埃希氏菌SCS110-AF / VTVAF17-HIF1A，或大肠埃希氏菌COLI SCS110-AF / VTVAF17-HGF，或大肠埃希氏菌SCS110-AF / VTVAF17-SDF1，或大肠埃希氏菌SCS110-AF / VTVAF17-KLK4，大肠埃希氏菌SCS110-AF / VTVAF17-PDGFC或大肠埃希氏菌SCS110-AF / VTVAF17-PROK2，携带基因-治疗性DNA载体，生产方法，工业生产方法-治疗性DNA载体 </span> </p> </li> <li> <div> <b>5. </b><a class="enjiyixqcontent" href="/patent-detail/06130404448560.html">METHODS OF REDUCING LIVER PD-1-EXPRESSING CD8+ T CELLS USING PD-1 FC FUSION PROTEINS THAT BIND FC RECEPTORS</a> <b>[P]</b> . <span> 外国专利：  US2018355039A1 </span> <span> . 2018-12-13</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：使用结合FC受体的PD-1 FC融合蛋白减少肝脏PD-1表达CD8 + T细胞的方法 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