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Selective aerobic hydroxylation of p-menthane to dihydroterpineols catalyzed by metalloporphyrins in solvent and additive free system

Paper ID Volume ID Publish Year Pages File Format Full-Text
49510 46751 2015 4 PDF Available
Title
Selective aerobic hydroxylation of p-menthane to dihydroterpineols catalyzed by metalloporphyrins in solvent and additive free system
Abstract

•Metalloporphyrin catalyzed aerobic hydroxylation of p-menthane was investigated.•Tertiary CH bonds were more active than secondary and primary CH bonds.•Dihydroterpineols could be obtained in high selectivity from this system.•The effects of reaction conditions and catalysts' center metals were investigated.

Metallodeuteroporphyrins (MDPs) were employed as the catalysts for aerobic hydroxylation of p-menthane in absence of solvents and additives under ambient pressure. Tertiary CH bonds were found to be more active than secondary and primary CH bonds. Thus, dihydroterpineols (DHTs) could be conveniently obtained in high selectivity. The influences of reaction temperature and catalyst concentration on this reaction were investigated. The impact of central metal on the yield and selectivity of DHTs was discussed. It was found that ferric deuteroporphyrin dimethyl ester (FeClDPDME) and cobalt deuteroporphyrin dimethyl ester (CoDPDME) exhibited higher catalytic activity than other catalysts.

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Keywords
p-Menthane; Metalloporphyrin; Bio-inspired catalysis; Aerobic hydroxylation
First Page Preview
Selective aerobic hydroxylation of p-menthane to dihydroterpineols catalyzed by metalloporphyrins in solvent and additive free system
Publisher
Database: Elsevier - ScienceDirect
Journal: Catalysis Communications - Volume 59, 10 January 2015, Pages 26–29
Authors
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Subjects
Physical Sciences and Engineering Chemical Engineering Catalysis