Investigation of the feasibility of electrochemical allylic bromination in dichloromethane

作者: Marina Mastragostino , Sergio Valcher , Maria Biserni

DOI: 10.1016/S0022-0728(83)80620-2

关键词: HydrocarbonAllylic rearrangementChemistryOrganic chemistryCyclohexeneVoltammetryDichloromethaneHalogenationElectrochemistryCycloalkene

摘要: Etude par voltammetrie de la bromation electrochimique du cyclohexene. Formation preponderante bromo-3 cyclohexene et dibromo-1,2 cyclohexane

参考文章(10)
Sigeru Torii, Kenji Uneyama, Hideo Tanaka, Tooru Yamanaka, Tsuneo Yasuda, Michio Ono, Yumiko Kohmoto, Efficient conversion of olefins into epoxides, bromohydrins, and dibromides with sodium bromide in water-organic solvent electrolysis systems The Journal of Organic Chemistry. ,vol. 46, pp. 3312- 3315 ,(1981) , 10.1021/JO00329A032
Sigeru Torii, Hideo Tanaka, Norio Saitoh, Takashi Siroi, Michio Sasaoka, Junzo Nokami, Chemoselective electrolytic chlorination of methyl group of 3-methyl-3-butenoate moiety of thiazoline-azetidinone homologues Tetrahedron Letters. ,vol. 22, pp. 3193- 3196 ,(1981) , 10.1016/S0040-4039(01)81861-X
Marina Mastragostino, Sergio Valcher, Paola Lazzari, Mechanism of bromide ion oxidation on Pt electrode in CH2Cl2 Journal of Electroanalytical Chemistry. ,vol. 126, pp. 189- 198 ,(1981) , 10.1016/S0022-0728(81)80428-7
JEAN ADAM, P. A. GOSSELAIN, P. GOLDFINGER, Laws of Addition and Substitution in Atomic Reactions of Halogens Nature. ,vol. 171, pp. 704- 705 ,(1953) , 10.1038/171704B0
Werner Schmidt, Eberhard Steckhan, Indirect electrochemical generation of bromine radicals in the presence of 1,3-butadiene* Journal of Electroanalytical Chemistry. ,vol. 101, pp. 123- 125 ,(1979) , 10.1016/S0022-0728(79)80086-8
G. Faita, M. Fleischmann, D. Pletcher, The anodic oxidation of cyclohexene-chloride ion mixtures in acetonitrile Journal of Electroanalytical Chemistry. ,vol. 25, pp. 455- 459 ,(1970) , 10.1016/S0022-0728(70)80106-1
Madeleine Verniette, Christian Daremon, Jacques Simonet, Chloration anodique de liaisons insaturees en solvants nucleophiles - comportement des derives ethyleniques et acetyleniques Electrochimica Acta. ,vol. 23, pp. 929- 934 ,(1978) , 10.1016/0013-4686(78)87017-0
P. Pouillen, R. Minko, M. Verniette, P. Martinet, A.M. Martre, Halogenation par voie electrochimique de composes ethyleniques—II. Chloration du cyclohexene dans differents solvants nucleophiles Electrochimica Acta. ,vol. 24, pp. 1189- 1194 ,(1979) , 10.1016/0013-4686(79)87068-1
M. Novák, Cs. Visy, K. Bodor, Some observations regarding the solvent effect in the electrochemical chlorination of c-hexene Electrochimica Acta. ,vol. 27, pp. 1293- 1295 ,(1982) , 10.1016/0013-4686(82)80150-3