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镍催化硅基-Heck反应的首个实例:无需碘化物添加剂直接活化三氟甲磺酸硅酯。

The First Example of Nickel-Catalyzed Silyl-Heck Reactions: Direct Activation of Silyl Triflates Without Iodide Additives.

作者信息

McAtee Jesse R, Martin Sara E S, Cinderella Andrew P, Reid William B, Johnson Keywan A, Watson Donald A

机构信息

Department of Chemistry and Biochemistry, University of Delaware, Newark, DE, 19716.

出版信息

Tetrahedron. 2014 Jul 8;70(27-28):4250-4256. doi: 10.1016/j.tet.2014.03.021.

DOI:10.1016/j.tet.2014.03.021
PMID:24914247
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC4047519/
Abstract

For the first time, nickel-catalyzed silyl-Heck reactions are reported. Using simple phosphine-supported nickel catalysts, direct activation of silyl triflates has been achieved. These results contrast earlier palladium-catalyzed systems, which require iodide additives to activate silyl-triflates. These nickel-based catalysts exhibit good functional group tolerance in the preparation of vinyl silanes, and unlike earlier systems, allows for the incorporation of trialkylsilanes larger than MeSi.

摘要

首次报道了镍催化的硅基-Heck反应。使用简单的膦负载镍催化剂,实现了三氟甲磺酸硅酯的直接活化。这些结果与早期的钯催化体系形成对比,后者需要碘化物添加剂来活化三氟甲磺酸硅酯。这些镍基催化剂在乙烯基硅烷的制备中表现出良好的官能团耐受性,并且与早期体系不同,允许引入大于甲基硅的三烷基硅烷。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1123/4047519/ab3a568a547d/nihms577457f2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1123/4047519/48bcd26b1567/nihms577457f1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1123/4047519/ab3a568a547d/nihms577457f2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1123/4047519/48bcd26b1567/nihms577457f1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1123/4047519/ab3a568a547d/nihms577457f2.jpg

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