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- Title
Highly Regio- and Stereoselective Hydrosilylation of Internal Thioalkynes under Mild Conditions.
- Authors
Shengtao Ding; Li-Juan Song; Yong Wang; Xinhao Zhang; Lung Wa Chung; Yun-Dong Wu; Jianwei Sun
- Abstract
A general and mild hydrosilylation of thioalkynes is described. With the cationic catalyst [Cp*Ru(MeCN)3]+ and the bulky silane (TMSO)3SiH, a range of thioalkynes underwent smooth hydrosilylation at room temperature with excellent a regioselectivity and syn stereoselectivity. DFT calculations provided important insight into the mechanism, particularly the unusual syn selectivity with the [Cp*Ru(MeCN)3]+ catalyst. The sulfenyl group in the substrates was found to provide important chelation stabilization to direct the reaction through a new mechanistic pathway.
- Subjects
HYDROSILYLATION; ALKYNES; CATALYSTS; SILANE; REGIOSELECTIVITY (Chemistry); STEREOSELECTIVE reactions; SULFENYL group
- Publication
Angewandte Chemie, 2015, Vol 127, Issue 19, p5724
- ISSN
0044-8249
- Publication type
Article
- DOI
10.1002/ange.201500372