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Dehydrogenation of Amines to Nitriles in Aqueous Micelles
Author(s) -
Biondini Daniele,
Brinchi Lucia,
Germani Raimondo,
Goracci Laura,
Savelli Gianfranco
Publication year - 2005
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.200500047
Subject(s) - chemistry , dehydrogenation , aqueous solution , micelle , reagent , pulmonary surfactant , aqueous medium , catalysis , organic chemistry , green chemistry , oxide , inorganic chemistry , reaction mechanism , biochemistry
An aqueous reaction medium, based on a surfactant solution of dimethyldodecylamine N ‐oxide (DDAO) has been developed for the oxidative dehydrogenation of primary amines using NiSO 4 as catalyst and K 2 S 2 O 8 as oxidant. This reaction medium enhances the rate of the reaction relative to other media previously reported in the literature, which are also toxic. The reactions of various aliphatic and cyclic amines have been investigated and gave nitriles with yields of >90 % in mild conditions. The aqueous surfactant solution and reagents were recycled for future use. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2005)