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钴催化的通过螯合辅助 C-H 键活化的炔烃的加氢芳基化反应。

Cobalt-catalyzed hydroarylation of alkynes through chelation-assisted C-H bond activation.

机构信息

Division of Chemistry and Biological Chemistry, School of Physical and Mathematical Sciences, Nanyang Technological Univeristy, 21 Nanyang Link, Singapore 637371.

出版信息

J Am Chem Soc. 2010 Sep 8;132(35):12249-51. doi: 10.1021/ja106814p.

DOI:10.1021/ja106814p
PMID:20712366
Abstract

Ternary catalytic systems consisting of cobalt salts, phosphine ligands, and Grignard reagents promote addition of arylpyridines and imines to unactivated internal alkynes with high regio- and stereoselectivities. Deuterium-labeling experiments suggest that the reaction involves chelation-assisted oxidative addition of the aryl C-H bond to the cobalt center and insertion of the C-C triple bond into the Co-H bond, followed by reductive elimination of the resulting diorganocobalt species.

摘要

三元催化体系由钴盐、膦配体和格氏试剂组成,可促进芳基吡啶和亚胺与未活化的内炔烃高区域和立体选择性地加成。氘标记实验表明,该反应涉及芳基 C-H 键与钴中心的螯合辅助氧化加成以及 C-C 三键插入 Co-H 键,随后是生成的二有机钴物种的还原消除。

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