Highly β( Z)-Selective Hydrosilylation of Terminal Alkynes Catalyzed by Thiolate-Bridged Dirhodium Complexes

Organic Letters
Xiangyu ZhaoJingping Qu

Abstract

A series of novel monothiolate-bridged dirhodium complexes, [Cp*Rh(μ-SR)(μ-Cl)2RhCp*][BF4] {Cp* = η5-C5Me5, R = tertiary butyl ( tBu), 1a; R = ferrocenyl (Fc), 1b; R = adamantyl (Ad), 1c} were designed and successfully synthesized, which can smoothly facilitate highly regioselective and stereoselective hydrosilylation of terminal alkynes to afford β( Z) vinylsilanes with good functional group compatibility. Furthermore, the hydride bridged dirhodium complex [Cp*Rh(μ-S tBu)(μ-Cl)(μ-H)RhCp*][BF4] (5) as a potential intermediate was obtained by the reaction of 1a with excess HSiEt3.

References

Dec 14, 2001·Journal of the American Chemical Society·B M Trost, Z T Ball
Aug 17, 2002·Organic Letters·Yukio KawanamiKeiji Yamamoto
Dec 15, 2005·Journal of the American Chemical Society·Barry M Trost, Zachary T Ball
Dec 17, 2005·The Journal of Organic Chemistry·Candice MenozziJanine Cossy
May 15, 2008·The Journal of Organic Chemistry·Guillaume Berthon-GellozIstván E Markó
Aug 14, 2009·Nature·Juan C Fontecilla-CampsAnne Volbeda
Aug 18, 2009·Journal of the American Chemical Society·Jennifer L McBeeT Don Tilley
Jan 12, 2011·Journal of the American Chemical Society·Yanhui ChenJingping Qu
Apr 28, 2012·Chemical Communications : Chem Comm·Christian Belger, Bernd Plietker
Dec 30, 2014·Chemical Reviews·Paulin BuchwalterPierre Braunstein
Oct 3, 2015·Chemistry : a European Journal·Steve DierickIstván E Markó
Oct 9, 2015·Chemical Communications : Chem Comm·Laura Ortega-MorenoErnesto Carmona
Sep 10, 2016·Science·Mahesh P PaudyalJohn R Falck
Nov 5, 2016·Dalton Transactions : an International Journal of Inorganic Chemistry·Peng TongJingping Qu
Mar 8, 2017·Angewandte Chemie·Wei Jie TeoShaozhong Ge
May 26, 2017·Nature Chemistry·Jamie H DochertyStephen P Thomas
Aug 22, 2017·Chemical Communications : Chem Comm·Yixin ZhangJingping Qu
Jan 18, 2018·Dalton Transactions : an International Journal of Inorganic Chemistry·P ŻakC Pietraszuk

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Citations

Jan 30, 2020·Dalton Transactions : an International Journal of Inorganic Chemistry·Puhua SunJingping Qu

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