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The First Suzuki Cross-Couplings of Aryltrimethylammonium Salts

Blakey, Simon B. and MacMillan, David W. C. (2003) The First Suzuki Cross-Couplings of Aryltrimethylammonium Salts. Journal of the American Chemical Society, 125 (20). pp. 6046-6047. ISSN 0002-7863. doi:10.1021/ja034908b.

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The first Suzuki cross-coupling reaction of aryltrimethylammonium triflates based on the use of an IMes·Ni(0) catalyst system is described. A wide range of electron-withdrawing and electron-donating substituents are tolerated on both the aryltrimethylammonium triflate and the boronic acid components of this reaction. In addition to arylboronic acids, the scope of the reaction is extended to encompass both boronate esters and alkenylboranes. This methodology constitutes a novel, mild method to activate anilines for metal-catalyzed cross-coupling reactions.

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Additional Information:© 2003 American Chemical Society. Received 27 February 2003. Published online 29 April 2003. Published in print 1 May 2003. Support was provided by a research foundation grant from Bristol-Myers Squibb.
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Bristol-Myers SquibbUNSPECIFIED
Issue or Number:20
Record Number:CaltechAUTHORS:20170419-111658044
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Official Citation:The First Suzuki Cross-Couplings of Aryltrimethylammonium Salts Simon B. Blakey and David W. C. MacMillan Journal of the American Chemical Society 2003 125 (20), 6046-6047 DOI: 10.1021/ja034908b
Usage Policy:No commercial reproduction, distribution, display or performance rights in this work are provided.
ID Code:76684
Deposited By: Ruth Sustaita
Deposited On:19 Apr 2017 18:27
Last Modified:15 Nov 2021 17:01

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