Potassium-Catalyzed Hydrosilylation of Activated Olefins:
Evidence for a Silyl Migration Mechanism

Leich, Valeri; Spaniol, Thomas P.; Okuda, Jun

doi:10.1021/acs.organomet.6b00160.s001

Potassium-Catalyzed Hydrosilylation of Activated Olefins: Evidence for a Silyl Migration Mechanism

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posted on 2016-04-21, 13:08 authored by Valeri Leich, Thomas P. Spaniol, Jun Okuda

The alkali-metal silyl [K(L)SiPh₃] (1; L = 18-crown-6 ether) catalyzed the hydrosilylation of activated CC double bonds. Isolation and characterization of an addition product is in agreement with the anti-Markovnikov selectivity. Second-order kinetics for the hydrosilylation of 1,1′-diphenylethylene and the kinetic isotope effect of k_H/k_D = 3.1 indicate that a silyl migration mechanism is operative.

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Hydrosilylation Silyl Migration Mechanism addition product kinetic diphenylethylene Activated Olefins ether hydrosilylation silyl migration mechanism characterization Isolation 3.1 selectivity isotope effect Evidence bond

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Potassium-Catalyzed Hydrosilylation of Activated Olefins: Evidence for a Silyl Migration Mechanism

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