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 | Zendy

Xiao Peihong | Zendy; Cao Yanjun | Zendy; Gui Yingying | Zendy; Gao Lu | Zendy; Song Zhenlei | Zendy

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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 international edition

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 5.831

H-Index - 550

eISSN - 1521-3773

pISSN - 1433-7851

DOI - 10.1002/anie.201800513

Subject(s) - disilane , regioselectivity , reagent , chemistry , silylation , amide , medicinal chemistry , ring (chemistry) , oxidative addition , catalysis , organic chemistry , 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.

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