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Letters in Organic Chemistry

Editor-in-Chief

ISSN (Print): 1570-1786
ISSN (Online): 1875-6255

Application of Lanthanoid Catalysts for the Synthesis of Michlers Hydride

Author(s): Philip C. Andrews, Peter C. Junk, K. Peter Kemppinen, Kristina Konstas and Kellie L. Tuck

Volume 6, Issue 3, 2009

Page: [229 - 233] Pages: 5

DOI: 10.2174/157017809787892993

Price: $65

Abstract

A series of lanthanoid (Ln3+) based Lewis acid catalysts were investigated as alternatives to other metal based catalysts for the formation of Michlers hydride, 4,4-methylenebis(N,N-dimethylaniline) (1). The lanthanoid based Lewis acid catalysts were superior to previously published catalysts resulting in formation of 4,4-methylenebis(N,Ndimethylaniline) (1) and N,N-dimethyl-4-(4-(methylamino)benzyl)aniline (2). If paraformaldehyde was added to the reaction only 4,4-methylenebis(N,N-dimethylaniline) (1) was formed.

Keywords: Lanthanoids, Lewis acids, catalysis, radicals, oxidation


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