INDUCED HOMOLYSIS OF DIMETHYLDIOXIRANE BY ALKANES AND ALKYL RADICALS IN OXIDATION PROCESSES - THE DRAMATIC ROLE OF MOLECULAR-OXYGEN AND RADICAL INHIBITORS

被引：38

作者：

BRAVO, A ^{[1
]}

FONTANA, F ^{[1
]}

FRONZA, G ^{[1
]}

MELE, A ^{[1
]}

MINISCI, F ^{[1
]}

机构：

[1] POLITECN MILAN,DIPARTIMENTO CHIM,I-20131 MILAN,ITALY

来源：

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS | 1995年 / 15期

关键词：

D O I：

10.1039/c39950001573

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The oxidation of alkanes by dimethyldioxirane is dramatically affected by the presence of molecular oxygen and radical inhibitors, supporting the hypothesis of a free-radical mechanism for these extraordinarily selective reactions; the factors affecting the free-radical selectivity are suggested.

引用

页码：1573 / 1574

页数：2

共 11 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] A CONVENIENT PREPARATION OF ACETONE SOLUTIONS OF DIMETHYLDIOXIRANE
ADAM, W
BIALAS, J
HADJIARAPOGLOU, L
[J]. CHEMISCHE BERICHTE, 1991, 124 (10) : 2377 - 2377
[3] HOMOLYTIC ALKYLATION OF NAPHTHOQUINONE AND METHYL-NAPHTHOQUINONE - ENTHALPIC, STERIC AND POLAR EFFECTS
COPPA, F
FONTANA, F
MINISCI, F
BARBOSA, MCN
VISMARA, E
[J]. TETRAHEDRON, 1991, 47 (35) : 7343 - 7352
[4] OXIDATION OF NATURAL TARGETS BY DIOXIRANES .3. STEREOSELECTIVE SYNTHESIS OF (ALL-R)-VITAMIN-D-3 TRIEPOXIDE AND OF ITS 25-HYDROXY DERIVATIVE
CURCI, R
DETOMASO, A
PRENCIPE, T
CARPENTER, GB
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1994, 116 (18) : 8112 - 8115
[5] CURCI R, 1990, ADV OXYGENATED PROCE, V2, pCH1
[6] ELECTRON-SPIN RESONANCE STUDIES .45. REACTIONS OF METHYL RADICAL WITH SOME ALIPHATIC-COMPOUNDS IN AQUEOUS-SOLUTION
GILBERT, BC
NORMAN, ROC
PLACUCCI, G
SEALY, RC
[J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1975, (09): : 885 - 891
[7] OXYFUNCTIONALIZATION OF NONNATURAL TARGETS BY DIOXIRANES - SELECTIVE OXIDATION OF CENTROPOLYINDANS
KUCK, D
SCHUSTER, A
FUSCO, C
FIORENTINO, M
CURCI, R
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1994, 116 (06) : 2375 - 2381
[8] FREE-RADICALS IN THE OXIDATION AND HALOGENATION OF ALKANES BY DIMETHYLDIOXIRANE - AN OXYGEN REBOUND MECHANISM
MINISCI, F
ZHAO, LH
FONTANA, F
BRAVO, A
[J]. TETRAHEDRON LETTERS, 1995, 36 (10) : 1697 - 1700
[9] CHEMISTRY OF DIOXIRANES .12. DIOXIRANES
MURRAY, RW
[J]. CHEMICAL REVIEWS, 1989, 89 (05) : 1187 - 1201
[10] MURRAY RW, 1989, J AM CHEM SOC, V108, P2470

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