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关于CuI/配体对在C-N偶联反应中促进C(芳基)-Cl键活化的合成与计算研究。

Synthetic and computational studies on CuI/ligand pair promoted activation of C(Aryl)-Cl bond in C-N coupling reactions.

作者信息

Gurjar Kamlesh K, Sharma Rajendra K

机构信息

Chemical Department, VGEC, Ahmedabad, Gujarat, India, 382424.

DESM, RIE, NCERT, Ajmer, Rajasthan, India, 305004.

出版信息

Heliyon. 2020 Feb 4;6(2):e03233. doi: 10.1016/j.heliyon.2020.e03233. eCollection 2020 Feb.

DOI:10.1016/j.heliyon.2020.e03233
PMID:32055723
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC7005438/
Abstract

Cu/ligand-mediated coupling reactions have been widely investigated in the recent past. However, activation of cheaper aryl chlorides is still a great limitation of these reactions. During the course of present investigations efforts have been made to develop a normal and facile CuI/ligand pair protocol for arylation of phthalimide using aryl chlorides. The protocol has also been extended for arylation of amines. On the basis of experimental and theoretical results, a catalytic cycle has also been proposed and it has been established that these reactions follow oxidative addition-reductive elimination (OA-RE) pathway. These studies have indicated that tetracoordinated [Cu(L1)(L2)] complex is active catalytic species in these reactions.

摘要

近年来,铜/配体介导的偶联反应得到了广泛研究。然而,廉价芳基氯的活化仍然是这些反应的一个重大局限。在当前的研究过程中,已努力开发一种常规且简便的碘化亚铜/配体对体系,用于利用芳基氯对邻苯二甲酰亚胺进行芳基化反应。该体系也已扩展至胺的芳基化反应。基于实验和理论结果,还提出了一个催化循环,并且已确定这些反应遵循氧化加成-还原消除(OA-RE)途径。这些研究表明,四配位的[Cu(L1)(L2)]配合物是这些反应中的活性催化物种。

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https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b571/7005438/b7d5bb90646e/gr3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b571/7005438/59e3512fdc2a/sc3.jpg
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https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b571/7005438/2df72fac9409/sc6.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b571/7005438/c3d146ec3a8e/sc7.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b571/7005438/0fc84fbe0857/sc8.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b571/7005438/d7ff54f5ca75/gr4.jpg
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https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b571/7005438/f37617efd12e/gr12.jpg

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