Electrochemistry of 1,1,4,4-Tetraphenyl-1,3-Butadiene, 1,1,4,4-Tetraphenyl-1,2-Butadiene, and 1,1,4,4-Tetraphenyl-1-Butene in Dimethylformamide
作者： Tsu-yu Raymond Chen , Mark R. Anderson , Dennis G. Peters
DOI: 10.1016/0022-0728(86)80159-0
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摘要: Abstract In dimethylformamide containing tetra-n-butylammonium perchlorate, 1,1,4,4-tetraphenyl-1-butene exhibits a single polarographic wave; preparative-scale reduction of the starting material produces 1,1,4,4-tetraphenylbutane.A polarogram for 1,1,4,4-tetraphenyl-1,3-butadiene consists three waves. Large-scale electrolysis at potentials corresponding to either first or second wave yields in absence proton donor and mixture 1,1,4,4-tetraphenyl-2-butene presence excess glacial acetic acid. If is electrolyzed potential on third wave, one obtains 1,1,4,4-tetraphenylbutane but Reduction 1,1,4,4-tetraphenyl-1,2-butadiene gives two At when no present added; formed 1,1,4,4-tetrphenyl-2-butene produced source, facile, elecrolytically induced isomerization occurs.
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sci-hub.se 参考文章(14)
William C. Barrette, H. W. Johnson, Donald T. Sawyer, Voltammetric evaluation of the effective acidities (pKa') for Brønsted acids in aprotic solvents Analytical Chemistry. ,vol. 56, pp. 1890- 1898 ,(1984) , 10.1021/AC00275A030
D. E. Bartak, M. D. Hawley, Stabilities of the anion radicals of nitrobenzyl derivatives Journal of the American Chemical Society. ,vol. 94, pp. 640- 642 ,(1972) , 10.1021/JA00757A058
C. NUNTNARUMIT, W. E. NULL, M. D. HAWLEY, Electrochemical studies of the reduction of 6,6-dimethyldibenzofulvene oxide and tetraphenyloxirane Journal of Organic Chemistry. ,vol. 49, pp. 4827- 4833 ,(1984) , 10.1002/CHIN.198519136
Christian Amatore, Giulio Capobianco, Giuseppe Farnia, Giancarlo Sandona, Jean Michel Saveant, Maria Gabriella Severin, Elio Vianello, Kinetics and mechanism of self-protonation reactions in organic electrochemical processes Journal of the American Chemical Society. ,vol. 107, pp. 1815- 1824 ,(1985) , 10.1021/JA00293A003
Daniel M. La Perriere, William F. Carroll, Brian C. Willett, Eric C. Torp, Denis G. Peters, Radicals and carbanions as intermediates in the electrochemical reduction of 1-iododecane at mercury. Effect of potential, electrolysis time, and water concentration on the mechanism Journal of the American Chemical Society. ,vol. 101, pp. 7561- 7568 ,(1979) , 10.1021/JA00519A016
Leland W. Marple, Reference electrode for anhydrous dimethylformamide Analytical Chemistry. ,vol. 39, pp. 844- 846 ,(1967) , 10.1021/AC60251A014
Jeffrey L. Hall, Paul W. Jennings, Modification of the preparation of a cadmium amalgam reference electrode for use in N,N-dimethylformamide Analytical Chemistry. ,vol. 48, pp. 2026- 2027 ,(1976) , 10.1021/AC50007A056
William F. Carroll, Dennis G. Peters, Low Temperature Polarography of Alkyl Halides in Dimethylformamide Adsorption onto Mercury of Complex Species Composed of Tetramethylammonium and Halide Ions Journal of The Electrochemical Society. ,vol. 127, pp. 2594- 2599 ,(1980) , 10.1149/1.2129526
Arnold. Zweig, A. Kentaro. Hoffmann, Chemistry of Dianions. Formation and Reactivity of Anionic Species Derived from Tetraphenylbutatriene Journal of the American Chemical Society. ,vol. 84, pp. 3278- 3284 ,(1962) , 10.1021/JA00876A013
Roger Nahon, Allan R. Day, Chemistry of Dianions. Formation and Reactivity of Some Anionic Species Derived from Tetraphenylbutatriene The Journal of Organic Chemistry. ,vol. 30, pp. 1973- 1976 ,(1965) , 10.1021/JO01017A063