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Chiral manganese(III) Schiff base complexes anchored onto activated carbon as enantio selective heterogeneous catalysts for alkene epoxidation

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JournalCARBON
DatePublished - Aug 2005
Issue number10
Volume43
Number of pages10
Pages (from-to)2096-2105
Original languageEnglish

Abstract

Two chiral manganese(III) salen catalysts, bearing different chiral diamine bridges, were anchored by direct axial coordination of the metal centre onto the phenolate groups of a modified commercial activated carbon. The modification of the activated carbon was achieved by reaction between sodium hydroxide and surface phenol groups giving rise to phenolate groups (CoxONa), which were characterised by XPS, TG and TG-IR. Characterisation of immobilised manganese(III) salen catalysts onto CoxONa material by XPS, ICP-AES and TG-IR clearly point to reaction between carbon surface phenolate groups and the manganese(III) complexes through axial coordination of the metal centre to these groups.

These materials were active and enantioselective in the epoxidation of styrene and a-methylstyrene in dichloromethane at 0 degrees C using, respectively, m-CPBA/NMO and NaOCl. Only for alpha-methylstyrene comparable asymmetric inductions were found in the epoxide as the homogeneous phase reactions and catalyst reuse led to no significant loss of catalytic activity and enantioselectivity. (C) 2005 Elsevier Ltd. All rights reserved.

    Research areas

  • activated carbon, chemically modified carbons, catalyst, catalyst support, catalytic properties, SALEN COMPLEXES, ENANTIOSELECTIVE EPOXIDATION, OLEFINS, IMMOBILIZATION, MODULATION, CHLORIDE, STYRENE

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