Dichloro[1,1′-bis(diphenylphosphino)ferrocene]palladium(II): an effective catalyst for cross-coupling reaction of a secondary alkyl grignard reagent with organic halides

作者: Tamio Hayashi , Mitsuo Konishi , Makoto Kumada

DOI: 10.1016/S0040-4039(01)86864-7

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摘要: Abstract Dichloro[1,1′-bis(diphenylphosphino)ferrocene]palladium(II) was found to be an effective catalyst for the cross-coupling reaction of sec -butylmagnesium chloride with bromobenzene, β-bromostyrene, and 2-bromopropene give corresponding -butyl derivatives in exceedingly high yields.

参考文章(18)
Akira Sekiya, Nobuo Ishikawa, Palladium metal-catalyzed cross-coupling of aryl iodides with arylmagnesium bromides. Synthesis of fluorobiphenyls Journal of Organometallic Chemistry. ,vol. 125, pp. 281- 290 ,(1977) , 10.1016/S0022-328X(00)89446-2
Eiichi Negishi, Nobuhisa Okukado, Anthony O. King, David E. Van Horn, Barry I. Spiegel, Selective carbon-carbon bond formation via transition metal catalysts. 9. Double metal catalysis in the cross-coupling reaction and its application to the stereo- and regioselective synthesis of trisubstituted olefins Journal of the American Chemical Society. ,vol. 100, pp. 2254- 2256 ,(1978) , 10.1021/JA00475A059
Akira Sekiya, Nobuo Ishikawa, The cross-coupling of aryl halides with grignard reagents catalyzed by iodo(phenyl)bis(triphenylphosphine)palladium(II) Journal of Organometallic Chemistry. ,vol. 118, pp. 349- 354 ,(1976) , 10.1016/S0022-328X(00)93215-7
Kohei Tamao, Yoshihisa Kiso, Koji Sumitani, Makoto Kumada, Alkyl group isomerization in the cross-coupling reaction of secondary alkyl Grignard reagents with organic halides in the presence of nickel-phosphine complexes as catalysts Journal of the American Chemical Society. ,vol. 94, pp. 9268- 9269 ,(1972) , 10.1021/JA00781A070
George M. Whitesides, John F. Gaasch, Erwin R. Stedronsky, Mechanism of thermal decomposition of dibutylbis(triphenylphosphine)platinum(II) Journal of the American Chemical Society. ,vol. 94, pp. 5258- 5270 ,(1972) , 10.1021/JA00770A021
Shigeru Baba, Eiichi Negishi, A novel stereospecific alkenyl-alkenyl cross-coupling by a palladium- or nickel-catalyzed reaction of alkenylalanes with alkenyl halides Journal of the American Chemical Society. ,vol. 98, pp. 6729- 6731 ,(1976) , 10.1021/JA00437A067
Kohei Tamao, Koji Sumitani, Yoshihisa Kiso, Michio Zembayashi, Akira Fujioka, Shun-ichi Kodama, Isao Nakajima, Akio Minato, Makoto Kumada, Nickel-phosphine complex-catalyzed Grignard coupling. I. Cross-coupling of alkyl, aryl, and alkenyl Grignard reagents with aryl and alkenyl halides: General scope and limitations. Bulletin of the Chemical Society of Japan. ,vol. 49, pp. 1958- 1969 ,(1976) , 10.1246/BCSJ.49.1958
J.J. Bishop, A. Davison, M.L. Katcher, D.W. Lichtenberg, R.E. Merrill, J.C. Smart, Symmetrically disubstituted ferrocenes Journal of Organometallic Chemistry. ,vol. 27, pp. 241- 249 ,(1971) , 10.1016/S0022-328X(00)80571-9