DECOMPOSITION OF DIOXIRANES INDUCED BY DIALKYL ETHERS

被引:25
作者
FERRER, M [1 ]
SANCHEZBAEZA, F [1 ]
CASAS, J [1 ]
MESSEGUER, A [1 ]
机构
[1] CSIC,CID,DEPT BIOL ORGAN CHEM,E-08034 BARCELONA,SPAIN
关键词
ETHER; RADICALS; DIMETHYLDIOXIRANE; METHYL(TRIFLUOROMETHYL)DIOXIRANE;
D O I
10.1016/S0040-4039(00)76677-9
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Simple dialkyl ethers (i.e, diethyl or dihexyl ether), in addition to undergo oxidative cleavage by reaction with methyl(trifluoromethyl)dioxirane or dimethyldioxirane, induce the decomposition of these oxidation reagents in a concentration dependent manner. The identification of compounds derived from reactions with species such as CH3. or CF(3)C0(2.) suggests that the above decomposition is a radical chain process.
引用
收藏
页码:2981 / 2984
页数:4
相关论文
共 11 条
[1]   THERMALLY AND PHOTOCHEMICALLY INITIATED RADICAL CHAIN DECOMPOSITION OF KETONE-FREE METHYL(TRIFLUOROMETHYL)DIOXIRANE [J].
ADAM, W ;
CURCI, R ;
NUNEZ, MEG ;
MELLO, R .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (20) :7654-7658
[2]   ONE-ELECTRON REDUCTION OF METHYL(TRIFLUOROMETHYL)DIOXIRANE BY IODIDE-ION - EVIDENCE FOR AN ELECTRON-TRANSFER CHAIN-REACTION MEDIATED BY THE SUPEROXIDE ION [J].
ADAM, W ;
ASENSIO, G ;
CURCI, R ;
GONZALEZNUNEZ, ME ;
MELLO, R .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1992, 114 (22) :8345-8349
[3]   DIOXIRANES - A NEW CLASS OF POWERFUL OXIDANTS [J].
ADAM, W ;
CURCI, R ;
EDWARDS, JO .
ACCOUNTS OF CHEMICAL RESEARCH, 1989, 22 (06) :205-211
[4]   A CONVENIENT PREPARATION OF ACETONE SOLUTIONS OF DIMETHYLDIOXIRANE [J].
ADAM, W ;
BIALAS, J ;
HADJIARAPOGLOU, L .
CHEMISCHE BERICHTE, 1991, 124 (10) :2377-2377
[5]  
Adam W., 1992, ORGANIC PEROXIDES, P195
[6]   OXIDATION OF ACETALS, AN ORTHOESTER, AND ETHERS BY DIOXIRANES THROUGH ALPHA-CH INSERTION [J].
CURCI, R ;
D'ACCOLTI, L ;
FIORENTINO, M ;
FUSCO, C ;
ADAM, W ;
GONZALEZNUNEZ, ME ;
MELLO, R .
TETRAHEDRON LETTERS, 1992, 33 (29) :4225-4228
[7]  
Curci R, 1990, ADV OXYGENATED PROCE, P1
[8]   SELECTIVE OXIDATION OF OPTICALLY-ACTIVE SEC,SEC-1,2-DIOLS BY DIOXIRANES - A PRACTICAL METHOD FOR THE SYNTHESIS OF HOMOCHIRAL ALPHA-HYDROXY KETONES IN HIGH OPTICAL PURITY [J].
D'ACCOLTI, L ;
DETOMASO, A ;
FUSCO, C ;
ROSA, A ;
CURCI, R .
JOURNAL OF ORGANIC CHEMISTRY, 1993, 58 (14) :3600-3601
[9]   ON THE ISOLATION AND CHARACTERIZATION OF METHYL(TRIFLUOROMETHYL)DIOXIRANE [J].
MELLO, R ;
FIORENTINO, M ;
SCIACOVELLI, O ;
CURCI, R .
JOURNAL OF ORGANIC CHEMISTRY, 1988, 53 (16) :3890-3891
[10]   CHEMISTRY OF DIOXIRANES .12. DIOXIRANES [J].
MURRAY, RW .
CHEMICAL REVIEWS, 1989, 89 (05) :1187-1201