biostudies-literatureLu BNIDDK NIH HHSNIGMS NIH HHS1701-5https://www.ebi.ac.uk/biostudies/studies/S-EPMC2830331biostudies-literatureUnknown75(5)A complex of commercial [Ir(OMe)(cod)](2) and 4,4-di-tert-butyl-2,2-bipyridine (dtbpy) catalyzes the Z-selective, dehydrative silylation of terminal alkenes, but not 1,2-disubstituted alkenes, with triethylsilane or benzyldimethylsilane in THF at 40 degrees C. Yields and Z-stereoselectivity were significantly improved by 2-norbornene, in contrast with other sacrificial alkenes. The reaction is compatible with many functional groups including epoxides, ketones, amides, alcohols, esters, halides, ketals, and silanes. alpha,beta-Unsaturated esters were unreactive. The reaction probably proceeds through a Heck-type mechanism.The Journal of organic chemistryIridium-catalyzed (Z)-trialkylsilylation of terminal olefins.PMC2830331P01 DK038226DK38226R01 GM031278-25A1GM31278P01 DK038226-229002R01 GM031278Falck JRLu BfalseIridium-catalyzed (Z)-trialkylsilylation of terminal olefins.A complex of commercial [Ir(OMe)(cod)](2) and 4,4-di-tert-butyl-2,2-bipyridine (dtbpy) catalyzes the Z-selective, dehydrative silylation of terminal alkenes, but not 1,2-disubstituted alkenes, with triethylsilane or benzyldimethylsilane in THF at 40 degrees C. Yields and Z-stereoselectivity were significantly improved by 2-norbornene, in contrast with other sacrificial alkenes. The reaction is compatible with many functional groups including epoxides, ketones, amides, alcohols, esters, halides, ketals, and silanes. alpha,beta-Unsaturated esters were unreactive. The reaction probably proceeds through a Heck-type mechanism.2010-01-01T00:00:00Z2010 Mar2025-04-18T23:14:27.814Z2019-03-26T23:28:35ZS-EPMC28303312013615310.1021/jo902678p