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- W2015771810 abstract "The scope of the B(C6F5)3-catalyzed hydrosilylation of (X)Ph–CH=O and (X)Ph–C(R)=O was expanded to include a large set of substitutents (X = H, p-Me, o-Me, p-F, o-F, p-Cl, p-Br, p-NO2, m-NO2, p-Et; R = Me or CF3). Reactions proceed at room temperature with high chemoselectivity in a host of solvents (toluene, benzene, CCl4, 1,2-dichloroethane, and methylcyclohexane), or under solventless conditions, with hydrosilylation yields ranging from 85 to 95 % (for aldehydes) and 71 to 100 % (for ketones) and no noticeable solvent dependency of hydrosilylation yields. Replacing B(C6F5)3 for M(OTf)3 (M = Bi, Al, Ga, Sc) causes a dramatic change in chemoselectivity, forming dibenzyl ether and benzylated solvent (with toluene and benzene), with hydrosilylation products becoming negligible in most cases. The M(OTf)3-catalyzed reactions thus represent a practical method for the synthesis of dibenzyl ethers. Remarkably, substantial amounts of dibenzyl ether was formed in the B(C6F5)3-catalyzed reactions, when MeCN was used as solvent. Mechanistic implications of these Lewis acid catalyzed reactions are discussed.(© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009)" @default.
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- W2015771810 date "2009-02-27" @default.
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- W2015771810 title "Influence of Lewis Acid and Solvent in the Hydrosilylation of Aldehydes and Ketones with Et3SiH; Tris(pentafluorophenyl)borane B(C6F5)3 versus Metal Triflates [M(OTf)3; M = Sc, Bi, Ga, and Al] - Mechanistic Implications" @default.
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- W2015771810 doi "https://doi.org/10.1002/ejoc.200900066" @default.
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