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B(C6F5)3-Catalyzed Hydrosilation of Imines via Silyliminium Intermediates

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Department of Chemistry, University of Calgary, 2500 University Drive N.W., Calgary, Alberta, T2N 1N4 Canada
Cite this: Org. Lett. 2000, 2, 24, 3921–3923
Publication Date (Web):November 10, 2000
Copyright © 2000 American Chemical Society

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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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