Journal
APPLIED CATALYSIS A-GENERAL
Volume 309, Issue 1, Pages 144-154Publisher
ELSEVIER
DOI: 10.1016/j.apcata.2006.05.011
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
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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. (c) 2006 Elsevier B.V. All rights reserved.
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