An oxidative coupling of amines to imines has been developed in ionic liquids (ILs) under metal-free aerobic conditions. 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, which may be promoted by the ionic nature of the solvent. Reactivity data of variously para-substituted benzylamines show a general deactivating effect, which would imply a change in rate determining step within the same reaction mechanism.
Ionic-Liquid-Assisted Metal-Free Oxidative Coupling of Amines To Give Imines
MONOPOLI, ANTONIO;COTUGNO, PIETRO;CIMINALE, Francesco;NACCI, Angelo
2014-01-01
Abstract
An oxidative coupling of amines to imines has been developed in ionic liquids (ILs) under metal-free aerobic conditions. 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, which may be promoted by the ionic nature of the solvent. Reactivity data of variously para-substituted benzylamines show a general deactivating effect, which would imply a change in rate determining step within the same reaction mechanism.File in questo prodotto:
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