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Me 3 Si−SiMe 2 [ o CON( i Pr) 2 −C 6 H 4 ]: An Unsymmetrical Disilane Reagent for Regio‐ and Stereoselective Bis‐Silylation of Alkynes
Author(s) -
Xiao Peihong,
Cao Yanjun,
Gui Yingying,
Gao Lu,
Song Zhenlei
Publication year - 2018
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.201800513
Subject(s) - disilane , regioselectivity , chemistry , reagent , silylation , amide , medicinal chemistry , ring (chemistry) , oxidative addition , organic chemistry , catalysis , silicon
The air‐stable unsymmetrical disilane Me 3 Si−SiMe 2 [ o CON( i Pr) 2 C 6 H 4 ] has been developed for bis‐silylation of alkynes. This reagent tolerates a range of functional groups, providing Z ‐vinyl disilanes in high yields. It is proposed that the phenyl‐ring‐tethered amide group directs oxidative addition of Pd 0 into the Si−Si bond, which might facilitate formation of a six‐membered Pd cycle, generating products with good to excellent regioselectivity.