4.8 Article

B(C6F5)3-catalyzed hydrosilation of imines via silyliminium intermediates

Journal

ORGANIC LETTERS
Volume 2, Issue 24, Pages 3921-3923

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol006695q

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A broad range of benzaldimines and ketimines can be hydrosilated efficiently, employing B(C6F5)(3) as a catalyst in conjunction with PhMe2SiH. Spectral evidence supports the intermediacy of a silyliminium cation with a hydridoborate counterion formed via abstraction of a hydride from PhMe2SiH by B(C6F5)(3) in the presence of imines.

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