Oxidation of Alkenes with H2O2 by an in-Situ Prepared Mn (II)/Pyridine-2-carboxylic Acid Catalyst and the Role of Ketones in Activating H2O2

…, JW de Boer, R Hage, BL Feringa, WR Browne

Index: De Boer, Johannes W.; Brinksma, Jelle; Browne, Wesley R.; Meetsma, Auke; Alsters, Paul L.; Hage, Ronald; Feringa, Ben L. Journal of the American Chemical Society, 2005 , vol. 127, # 22 p. 7990 - 7991

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Abstract

A simple, high yielding catalytic method for the multigram scale selective epoxidation of electron-rich alkenes using near-stoichiometric H2O2 under ambient conditions is reported. The system consists of a Mn (II) salt (< 0.01 mol%), pyridine-2-carboxylic acid (< 0.5 mol%), and substoichiometric butanedione. High TON (up to 300 000) and TOF (up to 40 s–1) can be achieved for a wide range of substrates with good to excellent selectivity, remarkable ...