Scandium (III) catalysis of transimination reactions. Independent and constitutionally coupled reversible processes

N Giuseppone, JL Schmitt, E Schwartz…

Index: Giuseppone, Nicolas; Schmitt, Jean-Louis; Schwartz, Evan; Lehn, Jean-Marie Journal of the American Chemical Society, 2005 , vol. 127, # 15 p. 5528 - 5539

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Citation Number: 71

Abstract

Sc (OTf) 3 efficiently catalyzes the self-sufficient transimination reaction between various types of CN bonds in organic solvents, with turnover frequencies up to 3600 h-1 and rate accelerations up to 6× 105. The mechanism of the crossover reaction in mixtures of amines and imines is studied, comparing parallel individual reactions with coupled equilibria. The intrinsic kinetic parameters for isolated reactions cannot simply be added up when several ...