Journal
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
Volume 2014, Issue 27, Pages 5925-5931Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.201402530
Keywords
Ionic liquids; Imines; Amines; Oxidation; Oxygen; Green chemistry
Categories
Funding
- Ministry of University and Scientific Research of Italy (MIUR)
- University of Bari
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An oxidative coupling of amines to give imines in ionic liquids (ILs) under metal-free aerobic conditions has been developed. The high efficiency achievable in ILs is mechanistically explained in terms of activation of the starting materials (benzylamine and molecular oxygen) by an initial electron transfer, promoted by the ionic nature of the solvent. Reactivity data of variously p-substituted benzylamines show a general deactivating effect, which would imply a change in the rate-determining step in the reaction mechanism.
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