B (C6F5) 3-catalyzed hydrosilation of imines via silyliminium intermediates
JM Blackwell, ER Sonmor, T Scoccitti, WE Piers
Index: Blackwell, James M.; Sonmor, Eric R.; Scoccitti, Tiziana; Piers, Warren E. Organic Letters, 2000 , vol. 2, # 24 p. 3921 - 3923
Full Text: HTML
Citation Number: 221
Abstract
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.
Related Articles:
[Cano, Rafael; Ramon, Diego J.; Yus, Miguel Journal of Organic Chemistry, 2011 , vol. 76, # 14 p. 5547 - 5557]
[Zhang, Yu; Yang, Xinye; Yao, Qizheng; Ma, Dawei Organic Letters, 2012 , vol. 14, # 12 p. 3056 - 3059]
[Doroodmand, M. M.; Sobhani, S.; Ashoori, A. Canadian Journal of Chemistry, 2012 , vol. 90, # 8 p. 701 - 707,7]
A highly active catalyst for the room??temperature amination and Suzuki coupling of aryl chlorides
[Wolfe, John P.; Buchwald, Stephen L. Angewandte Chemie - International Edition, 1999 , vol. 38, # 16 p. 2413 - 2416]
[Sreedhar; Surendra Reddy; Keerthi Devi Journal of Organic Chemistry, 2009 , vol. 74, # 22 p. 8806 - 8809]