Application of lanthanoid catalysts for the synthesis of Michler's hydride

Andrews, Philip C., Junk, Peter C., Kemppinen, K. Peter, Konstas, Kristina, and Tuck, Kellie L. (2009) Application of lanthanoid catalysts for the synthesis of Michler's hydride. Letters in Organic Chemistry, 6 (3). pp. 229-233.

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Abstract

A series of lanthanoid (Ln(3+)) based Lewis acid catalysts were investigated as alternatives to other metal based catalysts for the formation of Michler's 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, N-dimethylaniline) (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.

Item ID: 29688
Item Type: Article (Research - C1)
ISSN: 1875-6255
Keywords: lanthanoids, Lewis acids, catalysis, radicals, oxidation
Funders: Australian Research Council (ARC), ARC Centre of Green Chemistry
Date Deposited: 02 Oct 2013 10:34
FoR Codes: 03 CHEMICAL SCIENCES > 0305 Organic Chemistry > 030503 Organic Chemical Synthesis @ 100%
SEO Codes: 97 EXPANDING KNOWLEDGE > 970103 Expanding Knowledge in the Chemical Sciences @ 100%
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