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Combination of Perfluoroalkyl and Triazole Moieties: A New Recovery Strategy for TEMPO

Alexandru Gheorghe, Tamilselvi Chinnusamy, Erick Cuevas-Yañez, Petra Hilgers and Oliver Reiser*

*Institut für Organische Chemie, Universität Regensburg, Universitätsstr. 31, 93053 Regensburg, Germany, Email: oliver.reiserchemie.uni-regensburg.de

A. Gheorghe, T. Chinnusamy, E. Cuevas-Yañez, P. Hilgers, O. Reiser, Org. Lett., 2008, 10, 4171-4174.

DOI: 10.1021/ol801555f (free Supporting Information)


Abstract

TEMPO-derived reagents tagged with multiple perfluoroalkyl chains and triazole moieties promote the oxidation of alcohols to aldehydes in organic solvent/water mixtures with reaction rates comparable to homogeneous TEMPO reagents, but can be easily recovered by liquid/emulsion filtration.

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Key Words

Aldehydes, Organocatalysis, TEMPO, Bleach, Oxygen


ID: J54-Y2008-2690