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在铑配合物和氯化锌的协同催化下,芳基锡烷与炔烃加成生成β-烯基芳基锡烷。

Addition of arylstannanes to alkynes giving -alkenylarylstannanes catalysed cooperatively by a rhodium complex and zinc chloride.

作者信息

Ming Jialin, Shi Qi, Hayashi Tamio

机构信息

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

出版信息

Chem Sci. 2018 Aug 17;9(39):7700-7704. doi: 10.1039/c8sc02459f. eCollection 2018 Oct 21.

Abstract

The reaction of arylstannanes ArSnR with unfunctionalised alkynes was found to proceed in the presence of a rhodium catalyst and a catalytic amount of zinc chloride to give -alkenylarylstannanes with high selectivity in high yields. The catalytic cycle is very unique, consisting of three transmetalation steps, from Sn to Rh, Rh to Zn, and Zn to Sn, in addition to arylrhodation of alkyne followed by 1,4-migration of Rh from 2-arylalkenyl carbon to -alkenylaryl carbon.

摘要

人们发现,在铑催化剂和催化量的氯化锌存在下,芳基锡烷ArSnR与未官能化的炔烃反应能够以高收率、高选择性地生成β-烯基芳基锡烷。该催化循环非常独特,除了炔烃的芳基铑化反应以及随后铑从2-芳基烯基碳到β-烯基芳基碳的1,4-迁移外,还包括从锡到铑、从铑到锌以及从锌到锡的三个转金属化步骤。

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