Electrosynthesis in a microemulsion using a novel cobaloxime catalyst

作者: Colin J Campbell , David M Haddleton , James F Rusling

DOI: 10.1016/S1388-2481(99)00124-1

关键词:

摘要: Abstract [Bis[μ-[(2,3-butanedione dioximato)(2-)- O : O′ ]]tetrafluorodiborato(2-)- N,N′,N″,N‴ ]cobalt (COBF, 1 ) was used as a catalyst for the conversion of trans -1,2-dibromocyclohexane (DBCH) to cyclohexene and photoelectrochemical cyclisation 2-(4-bromobutyl)-2-cyclohexen-1-one (BBC) -1-decalone 2 in microemulsion. Voltammetry showed clear evidence catalytic behaviour bulk electrolysis larger turnover numbers both reactions when compared with same system using vitamin B 12a catalyst. For BBC, improved may result from relatively weak carbon–cobalt bond alkylcobalt intermediate , better partition into organic phase which reactant BBC resides.

参考文章(11)
Azita Owlia, Zhenghao Wang, James F. Rusling, Electrocatalysis in organized assemblies. Part VII. Electrochemistry and electrocatalysis with vitamin B12 in an AOT water-in-oil microemulsion Journal of the American Chemical Society. ,vol. 111, pp. 5091- 5098 ,(1989) , 10.1021/JA00196A011
Sigeru Torii, Tsutomu Inokuchi, Takao Yukawa, Indirect electrochemical radical cyclization of bromo acetals by cobaloxime(I) as an electron-transfer catalyst Journal of Organic Chemistry. ,vol. 50, pp. 5875- 5877 ,(1985) , 10.1021/JO00350A090
Jianxin Gao, Christopher K. Njue, Jeremiah K.N. Mbindyo, James F. Rusling, Mechanism of stereoselective production of trans-1-decalone by electrochemical catalysis in microemulsions Journal of Electroanalytical Chemistry. ,vol. 464, pp. 31- 38 ,(1999) , 10.1016/S0022-0728(98)00463-X
James F. Rusling, Controlling electrochemical catalysis with surfactant microstructures Accounts of Chemical Research. ,vol. 24, pp. 75- 81 ,(1991) , 10.1021/AR00003A003
Jeremiah K. N. Mbindyo, James F. Rusling, Catalytic Electrochemical Synthesis Using Nanocrystalline Titanium Dioxide Cathodes in Microemulsions Langmuir. ,vol. 14, pp. 7027- 7033 ,(1998) , 10.1021/LA9804536
K. G. Suddaby, D. M. Haddleton, J. J. Hastings, S. N. Richards, J. P. O'Donnell, Catalytic Chain Transfer for Molecular Weight Control in the Emulsion Polymerization of Methyl Methacrylate and Methyl Methacrylate−Styrene Macromolecules. ,vol. 29, pp. 8083- 8091 ,(1996) , 10.1021/MA960528H
De-ling Zhou, Jianxin Gao, James F. Rusling, Kinetic Control of Reactions of Electrogenerated Co(I) Macrocycles with Alkyl Bromides in a Bicontinuous Microemulsion Journal of the American Chemical Society. ,vol. 117, pp. 1127- 1134 ,(1995) , 10.1021/JA00108A032
James F. Rusling, De-Ling Zhou, Electrochemical catalysis in microemulsions. Dynamics and organic synthesis Journal of Electroanalytical Chemistry. ,vol. 439, pp. 89- 96 ,(1997) , 10.1016/S0022-0728(97)00374-4
Dax Kukulj, Thomas P. Davis, Robert G. Gilbert, Catalytic Chain Transfer in Miniemulsion Polymerization Macromolecules. ,vol. 30, pp. 7661- 7666 ,(1997) , 10.1021/MA9707087
Jianxin Gao, James F. Rusling, De-ling Zhou, CARBON-CARBON BOND FORMATION BY ELECTROCHEMICAL CATALYSIS IN CONDUCTIVE MICROEMULSIONS Journal of Organic Chemistry. ,vol. 61, pp. 5972- 5977 ,(1996) , 10.1021/JO9608477