'Oxenoid' oxygen insertion vs a radical mechanism in the oxidation of alkanes and alcohols: The case of aromatic peracids

被引:24
作者
Bravo, A [1 ]
Fontana, F [1 ]
Minisci, F [1 ]
Serri, A [1 ]
机构
[1] POLITECN MILAN,DIPARTIMENTO CHIM,I-20131 MILAN,ITALY
关键词
D O I
10.1039/cc9960001843
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Adamantane is oxidised by MCPBA in a free-radical process, whose selectivity is discussed; by this method, cyclohexanol can be directly oxidised to caprolactone.
引用
收藏
页码:1843 / 1844
页数:2
相关论文
共 15 条
[1]   DRAMATIC SOLVENT EFFECTS ON THE ABSOLUTE RATE CONSTANTS FOR ABSTRACTION OF THE HYDROXYLIC HYDROGEN-ATOM FROM TERT-BUTYL HYDROPEROXIDE AND PHENOL BY THE CUMYLOXYL RADICAL - THE ROLE OF HYDROGEN-BONDING [J].
AVILA, DV ;
INGOLD, KU ;
LUSZTYK, J ;
GREEN, WH ;
PROCOPIO, DR .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1995, 117 (10) :2929-2930
[2]  
BOUILLON G, 1983, CHEM PEROXIDES, P295
[3]   1ST ABSOLUTE RATE CONSTANTS FOR SOME HYDROGEN-ATOM ABSTRACTIONS AND ADDITION-REACTIONS OF AN AROYLOXYL RADICAL - 4-METHOXYBENZOYLOXYL [J].
CHATEAUNEUF, J ;
LUSZTYK, J ;
INGOLD, KU .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1987, 109 (03) :897-899
[4]   SPECTROSCOPIC AND KINETIC CHARACTERISTICS OF AROYLOXYL RADICALS .2. BENZOYLOXYL AND RING-SUBSTITUTED AROYLOXYL RADICALS [J].
CHATEAUNEUF, J ;
LUSZTYK, J ;
INGOLD, KU .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1988, 110 (09) :2886-2893
[5]   SPECTROSCOPIC AND KINETIC CHARACTERISTICS OF AROYLOXYL RADICALS .1. THE 4-METHOXYBENZOYLOXYL RADICAL [J].
CHATEAUNEUF, J ;
LUSZTYK, J ;
INGOLD, KU .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1988, 110 (09) :2877-2885
[6]  
DUETSCH HR, 1982, INT J CHEM KINET, V14, P659
[7]   REGIOSELECTIVITY AND STEREOSELECTIVITY OF HOMOLYTIC HYDROXYLATION OF HYDROCARBONS USING BENZOIC PERACID [J].
FOSSEY, J ;
LEFORT, D ;
MASSOUDI, M ;
NEDELEC, JY ;
SORBA, J .
CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE, 1985, 63 (03) :678-680
[8]  
FOSSEY J, 1995, FREE RADICALS ORGANI, P217
[9]   QUANTITATIVE CHEMICALLY-INDUCED NUCLEAR-POLARIZATION (CIDNP) STUDY OF KINETICS OF PHOTOLYSIS OF PIVALOPHENONE IN VARIOUS SOLUTIONS [J].
FRITH, PG ;
MCLAUCHLAN, KA .
JOURNAL OF THE CHEMICAL SOCIETY-FARADAY TRANSACTIONS II, 1976, 72 :87-103
[10]  
Minisci F, 1996, SYNLETT, P119