Oxidation of alpha- and beta-pinene catalyzed by Mn-III(Salen)Cl center dot H2O

被引：22

作者：

Gomes, MDT ^{[1
]}

Antunes, OAC ^{[1
]}

机构：

[1] UNIV FED RIO DE JANEIRO,INST QUIM,BR-21945970 RIO JANEIRO,RJ,BRAZIL

来源：

CATALYSIS LETTERS | 1996年 / 42卷 / 3-4期

关键词：

alpha-pinene; beta-pinene; Mn-III(Salen)Cl center dot H2O; iodosobenzene; catalytic oxidation; cytochrome P-450;

D O I：

10.1007/BF00810691

中图分类号：

O64 [物理化学（理论化学）、化学物理学];

学科分类号：

070304 ; 081704 ;

摘要：

The cationic complex Mn-III(Salen) is a very effective catalyst for the oxidation of both alpha- and beta-pinene. The higher selectivity towards epoxide formation supports the rebound oxygen mechanism. A turnover of 40 was obtained for both compounds after 16 h of reaction with a molar ratio 1 :0.01 :1 (feedstock:catalyst : iodosobenzene) and conversions between 50 and 60% were observed. A very high selectivity (55%) was determined for epoxide formation from alpha-pinene. The good selectivity observed for myrtanal isomers (6.5 and 23.2%) from beta-pinene is related to the prior formation of the 1,2-epoxides.

引用

页码：213 / 215

页数：3

共 41 条

[31] CATIONIC POLYMERIZATION OF ALPHA-PINENE OXIDE AND BETA-PINENE OXIDE BY A UNIQUE OXONIUM ION CARBENIUM ION SEQUENCE [J].

RUCKEL, ER ;

WOJCIK, RT ;

ARLT, HG .

JOURNAL OF MACROMOLECULAR SCIENCE-CHEMISTRY, 1976, A 10 (07) :1371-1390

[32]

SANSEL G, 1985, J AM CHEM SOC, V107, P7606

[33]

SETHI SC, 1986, INDIAN J CHEM B, V25, P248

[34]

SHIMIZU T, 1994, J BIOL CHEM, V269, P13296

[35]

SRINIVASAN K, 1986, J AM CHEM SOC, V108, P2303

[36] PUTIDAREDOXIN COMPETITIVELY INHIBITS CYTOCHROME-B5-CYTOCHROME-P-450CAM ASSOCIATION - A PROPOSED MOLECULAR-MODEL FOR A CYTOCHROME-P-450CAM ELECTRON-TRANSFER COMPLEX [J].

STAYTON, PS ;

POULOS, TL ;

SLIGAR, SG .

BIOCHEMISTRY, 1989, 28 (20) :8201-8205

[37] STRUCTURAL MICROHETEROGENEITY OF A TRYPTOPHAN RESIDUE REQUIRED FOR EFFICIENT BIOLOGICAL ELECTRON-TRANSFER BETWEEN PUTIDAREDOXIN AND CYTOCHROME-P-450CAM [J].

STAYTON, PS ;

SLIGAR, SG .

BIOCHEMISTRY, 1991, 30 (07) :1845-1851

[38]

Swigar A. A., 1981, MONOTERPENES INFRARE

[39] EPOXIDATION OF OLEFINS CATALYZED BY MN(III) SCHIFF-BASE COMPLEXES [J].

TRIVEDI, BM ;

BHATTACHARYA, PK ;

GANESHPURE, PA ;

SATISH, S .

JOURNAL OF MOLECULAR CATALYSIS, 1992, 75 (02) :109-115

[40]

VERMILION JL, 1981, J BIOL CHEM, V256, P266

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