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空间位阻N-杂环卡宾/钯(II)催化的硝基苯的铃木-宫浦偶联反应

Sterically hindered N-heterocyclic carbene/palladium(ii) catalyzed Suzuki-Miyaura coupling of nitrobenzenes.

作者信息

Chen Kai, Chen Wei, Yi Xiaofei, Chen Wanzhi, Liu Miaochang, Wu Huayue

机构信息

Department of Chemistry, Zhejiang University, 38 Zheda Road, Hangzhou 310027, China.

College of Chemistry and Materials Engineering, Wenzhou University, Wenzhou, 325027, China.

出版信息

Chem Commun (Camb). 2019 Aug 14;55(63):9287-9290. doi: 10.1039/c9cc04634h. Epub 2019 Jul 23.

DOI:10.1039/c9cc04634h
PMID:31332404
Abstract

Palladium-catalyzed denitrative Suzuki coupling of nitroarenes using 2-aryl-5-(2,4,6-triisopropylphenyl)-2,3-imidazolylidene[1,5-a]pyridines as the ligands is described. The key to success is the use of the NHC ligands which show strong donating ability and suitable steric hindrance allowing the successful oxidative addition of Ar-NO bonds. Both aromatic and aliphatic boronic acids are tolerated, and a variety of biphenyls and alkylarenes were obtained in good to excellent yields.

摘要

描述了使用2-芳基-5-(2,4,6-三异丙基苯基)-2,3-咪唑亚基[1,5-a]吡啶作为配体的钯催化硝基芳烃的脱硝基铃木偶联反应。成功的关键在于使用具有强给电子能力和合适空间位阻的NHC配体,从而使Ar-NO键能够成功进行氧化加成。芳香族和脂肪族硼酸均适用,并且以良好至优异的产率获得了多种联苯和烷基芳烃。

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