Bifunctional organocatalysis with squaramide-containing Dawson organo-polyoxotungstates
Author(s) -
David Lachkar,
Emmanuel Lacôte
Publication year - 2015
Publication title -
comptes rendus chimie
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.653
H-Index - 76
eISSN - 1878-1543
pISSN - 1631-0748
DOI - 10.1016/j.crci.2015.05.006
Subject(s) - squaramide , bifunctional , chemistry , catalysis , organocatalysis , base (topology) , nucleophile , organic chemistry , enantioselective synthesis , mathematical analysis , mathematics
Two squaramide-containing organo-polyoxometalates (POMs) have been prepared, which efficiently catalyze the addition of dicarbonyl derivatives onto nitroolefins. The POM surface enhances the reactivity of the squaramide, and the hybrid acts as a bifunctional catalyst, where the highly charged POM surface in the organic medium is a base, which deprotonates the nucleophile and the squaramide activates the nitroalkenes via H-bonds. This opens new perspectives to POM-based catalysis
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