Rate-Determining Electron Transfer from Allylic Grignard Reagents to Benzophenone

作者: Toyoki Matsuyama , Hiroshi Yamataka , Terukiyo Hanafusa

DOI: 10.1246/CL.1988.1367

关键词:

摘要: The reactions of allyl magnesium bromide and crotyl with benzophenone were determined to proceed via a rate-determining electron transfer mechanism by means the isotope effect substituent technique.

参考文章(15)
E.C. Ashby, J. Bowers, Robert Depriest, The first reported evidence of single electron transfer in the 1,2-addition of primary Grignard reagents to ketones Tetrahedron Letters. ,vol. 21, pp. 3541- 3542 ,(1980) , 10.1016/0040-4039(80)80229-2
Robert A. Benkeser, Michael P. Siklosi, Edward C. Mozdzen, Reversible Grignard and organolithium reactions Journal of the American Chemical Society. ,vol. 100, pp. 2134- 2139 ,(1978) , 10.1021/JA00475A026
E. C. Ashby, T. L. Wiesemann, Organometallic reaction mechanisms. 15. Factors influencing the nature of Grignard reactions with ketones Journal of the American Chemical Society. ,vol. 100, pp. 189- 199 ,(1978) , 10.1021/JA00469A032
Masao Okubo, Ketyl Radicals Formed in Grignard Reaction. III. Steric Effects on the Formation of Radicals Bulletin of the Chemical Society of Japan. ,vol. 48, pp. 2057- 2061 ,(1975) , 10.1246/BCSJ.48.2057
Torkil Holm, Herbert Baumann, Hans Lönn, Jörgen Lönngren, Henrik Nyman, Håkan Ottosson, Electron transfer from alkylmagnesium compounds to organic substrates Acta Chemica Scandinavica. ,vol. 15, pp. 567- 584 ,(1983) , 10.3891/ACTA.CHEM.SCAND.37B-0567
Yunshi Zhang, Bernd Wenderoth, Wei-Yang Su, E.C. Ashby, New methodology in determining evidence for single electron transfer in the reaction of Grignard reagents with ketones Journal of Organometallic Chemistry. ,vol. 292, pp. 29- 37 ,(1985) , 10.1016/0022-328X(85)87318-6
Kazuhiro Maruyama, The Appearance of Free Radicals during Grignard Reactions Bulletin of the Chemical Society of Japan. ,vol. 37, pp. 897- 898 ,(1964) , 10.1246/BCSJ.37.897