FREE-RADICALS IN THE OXIDATION AND HALOGENATION OF ALKANES BY DIMETHYLDIOXIRANE - AN OXYGEN REBOUND MECHANISM

被引：53

作者：

MINISCI, F

ZHAO, LH

FONTANA, F

BRAVO, A

机构：

[1] Dipartimento di Chimica del Politecnico, via Mancinelli

来源：

TETRAHEDRON LETTERS | 1995年 / 36卷 / 10期

关键词：

D O I：

10.1016/0040-4039(95)00048-H

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The oxidation of alkanes by dimethyldioxirane (DMD) in the presence of CBrCl3 provides strong evidence that free-radicals are involved in the reaction: enthalpic and polar effects and an ''oxygen rebound'' mechanism are suggested to explain the exceptional oxidation selectivity.

引用

页码：1697 / 1700

页数：4

共 17 条

[1] DIOXIRANES - A NEW CLASS OF POWERFUL OXIDANTS
ADAM, W
CURCI, R
EDWARDS, JO
[J]. ACCOUNTS OF CHEMICAL RESEARCH, 1989, 22 (06) : 205 - 211
[2] Adam W., 1992, ORGANIC PEROXIDES, P195
[3] THEORETICAL-MODEL FOR ELECTROPHILIC OXYGEN-ATOM INSERTION INTO HYDROCARBONS
BACH, RD
ANDRES, JL
SU, MD
MCDOUALL, JJW
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1993, 115 (13) : 5768 - 5775
[4] THE SELECTIVE FUNCTIONALIZATION OF SATURATED-HYDROCARBONS - GIF CHEMISTRY
BARTON, DHR
DOLLER, D
[J]. ACCOUNTS OF CHEMICAL RESEARCH, 1992, 25 (11) : 504 - 512
[5] CURCI R, 1990, ADV OXYGENATED PROCE, V2, pCH1
[6] DENO NC, 1975, METHODS FREE RADICAL, P143
[7] ELECTRON-TRANSFER MECHANISMS FOR ORGANOMETALLIC INTERMEDIATES IN CATALYTIC REACTIONS
KOCHI, JK
[J]. ACCOUNTS OF CHEMICAL RESEARCH, 1974, 7 (10) : 351 - 360
[8] ALKANE FUNCTIONALIZATION AT (MU-OXO)DIIRON(III) CENTERS
LEISING, RA
KIM, JH
PEREZ, MA
QUE, L
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1993, 115 (21) : 9524 - 9530
[9] METALLOPORPHYRINS AS VERSATILE CATALYSTS FOR OXIDATION REACTIONS AND OXIDATIVE DNA CLEAVAGE
MEUNIER, B
[J]. CHEMICAL REVIEWS, 1992, 92 (06) : 1411 - 1456
[10] REGIO-SELECTIVITY AND CHEMO-SELECTIVITY OF ADAMANTANE HALOGENATION BY GIF-BARTON AND METALLOPORPHYRIN CATALYSIS AND BY CLASSICAL FREE-RADICAL REACTIONS
MINISCI, F
FONTANA, F
ZHAO, LH
BANFI, S
QUICI, S
[J]. TETRAHEDRON LETTERS, 1994, 35 (43) : 8033 - 8036

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