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

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(C...

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Bibliographic Details
Published inOrganic letters Vol. 2; no. 24; pp. 3921 - 3923
Main Authors Blackwell, JM, Sonmor, ER, Scoccitti, T, Piers, WE
Format Journal Article
LanguageEnglish
Published WASHINGTON Amer Chemical Soc 30.11.2000
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
ALCOHOLS
BORON
REDUCTION
HYPERCOORDINATION
ALDEHYDES
CATIONS
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Summary: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.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol006695q