Literature DB >> 11101454

B(C(6)F(5))(3)-Catalyzed hydrosilation of imines via silyliminium intermediates

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Abstract

A broad range of benzaldimines and ketimines can be hydrosilated efficiently, employing B(C(6)F(5))(3) as a catalyst in conjunction with PhMe(2)SiH. Spectral evidence supports the intermediacy of a silyliminium cation with a hydridoborate counterion formed via abstraction of a hydride from PhMe(2)SiH by B(C(6)F(5))(3) in the presence of imines.

Entities:  

Year:  2000        PMID： 11101454     DOI： 10.1021/ol006695q

Source DB:  PubMed          Journal:  Org Lett        ISSN： 1523-7052            Impact factor:   6.005


  12 in total

1.  Direct observation of a borane-silane complex involved in frustrated Lewis-pair-mediated hydrosilylations.

Authors:  Adrian Y Houghton; Juha Hurmalainen; Akseli Mansikkamäki; Warren E Piers; Heikki M Tuononen
Journal:  Nat Chem       Date:  2014-09-28       Impact factor: 24.427

2.  Synthesis and cross-coupling of sulfonamidomethyltrifluoroborates.

Authors:  Gary A Molander; Nicolas Fleury-Brégeot; Marie-Aude Hiebel
Journal:  Org Lett       Date:  2011-03-02       Impact factor: 6.005

3.  Highly efficient diastereoselective reduction of alpha-fluoroimines.

Authors:  Roy M Malamakal; Whitney R Hess; Todd A Davis
Journal:  Org Lett       Date:  2010-05-21       Impact factor: 6.005

4.  Improved performance of protected catecholic polysiloxanes for bioinspired wet adhesion to surface oxides.

Authors:  Jinhwa Heo; Taegon Kang; Se Gyu Jang; Dong Soo Hwang; Jason M Spruell; Kato L Killops; J Herbert Waite; Craig J Hawker
Journal:  J Am Chem Soc       Date:  2012-11-26       Impact factor: 15.419

5.  Metal-free hydrogenation catalyzed by an air-stable borane: use of solvent as a frustrated Lewis base.

Authors:  Daniel J Scott; Matthew J Fuchter; Andrew E Ashley
Journal:  Angew Chem Int Ed Engl       Date:  2014-08-11       Impact factor: 15.336

6.  Rapid Surface Functionalization of Hydrogen-Terminated Silicon by Alkyl Silanols.

Authors:  Jorge Escorihuela; Han Zuilhof
Journal:  J Am Chem Soc       Date:  2017-04-14       Impact factor: 15.419

7.  N-Methyl-Benzothiazolium Salts as Carbon Lewis Acids for Si-H σ-Bond Activation and Catalytic (De)hydrosilylation.

Authors:  Valerio Fasano; James E Radcliffe; Liam D Curless; Michael J Ingleson
Journal:  Chemistry       Date:  2016-11-22       Impact factor: 5.236

Review 8.  Tris(pentafluorophenyl)borane-Catalyzed Reactions Using Silanes.

Authors:  Taylor Hackel; Nicholas A McGrath
Journal:  Molecules       Date:  2019-01-25       Impact factor: 4.411

9.  Trivalent Rare-Earth Metal Amide Complexes as Catalysts for the Hydrosilylation of Benzophenone Derivatives with HN(SiHMe2 )2 by Amine-Exchange Reaction.

Authors:  Koichi Shinohara; Hayato Tsurugi; Reiner Anwander; Kazushi Mashima
Journal:  Chemistry       Date:  2020-10-01       Impact factor: 5.236

Review 10.  Defunctionalisation catalysed by boron Lewis acids.

Authors:  Huaquan Fang; Martin Oestreich
Journal:  Chem Sci       Date:  2020-07-28       Impact factor: 9.825
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