N-Substituted 2-Aminobiphenylpalladium Methanesulfonate Precatalysts and Their Use in C-C and C-N Cross-Couplings

A series of phosphine-ligated palladium precatalysts based on N-methyl- and N-phenyl-2-aminobiphenyl have been developed. Substitution at the nitrogen center prevents the presence of traces of aminobiphenyls that contain a free −NH[subscript 2] group from contaminating cross-coupling products. These...

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Bibliographic Details
Main Authors: Bruno, Nicholas C. (Contributor), Niljianskul, Nootaree (Contributor), Buchwald, Stephen Leffler (Contributor)
Other Authors: Massachusetts Institute of Technology. Department of Chemistry (Contributor)
Format: Article
Language:English
Published: 2015-06-19T14:57:15Z.
Subjects:
Online Access:Get fulltext
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042 |a dc 
100 1 0 |a Bruno, Nicholas C.  |e author 
100 1 0 |a Massachusetts Institute of Technology. Department of Chemistry  |e contributor 
100 1 0 |a Bruno, Nicholas C.  |e contributor 
100 1 0 |a Niljianskul, Nootaree  |e contributor 
100 1 0 |a Buchwald, Stephen Leffler  |e contributor 
700 1 0 |a Niljianskul, Nootaree  |e author 
700 1 0 |a Buchwald, Stephen Leffler  |e author 
245 0 0 |a N-Substituted 2-Aminobiphenylpalladium Methanesulfonate Precatalysts and Their Use in C-C and C-N Cross-Couplings 
260 |c 2015-06-19T14:57:15Z. 
856 |z Get fulltext  |u http://hdl.handle.net/1721.1/97471 
520 |a A series of phosphine-ligated palladium precatalysts based on N-methyl- and N-phenyl-2-aminobiphenyl have been developed. Substitution at the nitrogen center prevents the presence of traces of aminobiphenyls that contain a free −NH[subscript 2] group from contaminating cross-coupling products. These precatalysts produce N-substituted carbazoles upon activation, which cannot consume starting materials. These precatalysts were efficiently generated from 2-aminobiphenyl with minimal purification and found to be highly effective in Suzuki-Miyaura and C-N cross-coupling reactions. 
520 |a National Institutes of Health (U.S.) (GM46059) 
520 |a National Institutes of Health (U.S.) (GM58160) 
546 |a en_US 
655 7 |a Article 
773 |t The Journal of Organic Chemistry