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Chemo-, regio- and stereo-selective aerial oxidation of limonene to the endo-1,2-epoxide over Mn(Salen)-sulfonated SBA-15

Paper ID Volume ID Publish Year Pages File Format Full-Text
43795 45988 2006 11 PDF Available
Title
Chemo-, regio- and stereo-selective aerial oxidation of limonene to the endo-1,2-epoxide over Mn(Salen)-sulfonated SBA-15
Abstract

Mn(Salen) complexes immobilized on sulfonic acid-functionalized SBA-15 molecular sieves (SBA-15-pr-SO3-Mn(Salen)) catalyze the Mukaiyama-type oxidation of R-(+)-limonene selectively to the 1,2-epoxide with molecular oxygen at 298 K (Salen = N,N-ethylenebis(salicylidenaminato)). The endo-diastereomer is formed with a diasteromeric excess of 39.8%. This catalyst exhibited higher catalytic activity than “neat” Mn(Salen) complexes directly supported on SBA-15 or zeolite-Y. A change in the oxidation state of Mn from +3 in the “neat” complex to +2 when immobilized on the sulfonated surface is a probable cause for the observed enhancement of catalytic activity. A part of the Mn complexes was leached out of the solid phase during the reaction.

Keywords
Aerial oxidation of limonene; Chemo-, regio- and stereo-selective epoxidation; Catalysis by Mn(Salen) complexes; Sulfonic acid-functionalized SBA-15; Immobilized Mn Schiff base complexes; Mesoporous molecular sieves; Mukaiyama-type oxidation
First Page Preview
Chemo-, regio- and stereo-selective aerial oxidation of limonene to the endo-1,2-epoxide over Mn(Salen)-sulfonated SBA-15
Publisher
Database: Elsevier - ScienceDirect
Journal: Applied Catalysis A: General - Volume 309, Issue 1, 17 July 2006, Pages 144–154
Authors
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Subjects
Physical Sciences and Engineering Chemical Engineering Catalysis