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Silver(I)-diene complexes as versatile catalysts for the C-arylation of N-tosylaziridines: mechanistic insight from in situ diagnostics

Authors :
Bera, Milan
Roy, Sujit
Source :
Journal of Organic Chemistry. July 2, 2010, Vol. 75 Issue 13, 4402-4412
Publication Year :
2010

Abstract

Silver(I) complex [[Ag[(diene).sub.2]].sup.+][Y.sup.-] (diene = cyclooctadiene, norbornadiene, and 1,3-cyclohexadiene, [Y.sup.-] = P[F.sub.6.sup.-], B[F.sub.4.sup.-]) has catalyzed the arylation of N-tosylaziridines with arenes and heteroarenes in order to provide the corresponding [beta]-aryl amine derivatives with excellent regioselectivity. In situ NMR ([super 1]H, [super 31]P, [super 109]Ag) and ESI-MS probe are used for understanding the nature of substrate activation and initial bond breaking/making steps.

Details

Language :
English
ISSN :
00223263
Volume :
75
Issue :
13
Database :
Gale General OneFile
Journal :
Journal of Organic Chemistry
Publication Type :
Academic Journal
Accession number :
edsgcl.231961700