Abstract
Phosphinated linear polystyrene was synthesized and used as a ligand of palladium catalysts. It showed high activity for the ethoxycarbonylation of 4,4′-dibromobiphenyl (I) in the presence of triethylamine. The catalysts acted as homogeneous under the reaction conditions (150°C, p(CO) = 10 kg/cm2), and precipitated as solid materials after the reaction. Catalytic performances highly depended on the compositions of the solvent, and the highest activity was achieved in ethanol.
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References
R.F. Heck, Adv. Catal. 26 (1977) 323.
Y. Sugi, K. Takeuchi, T. Hanaoka, T. Matsuzaki, S. Takagi and S. Doi, Sekiyu Gakkaishi 37 (1994) 70.
C.U. Pittman Jr., in:Comprehensive Organometallic Chemistry, ed. G. Wilkinson (Pergamon Press, Oxford, 1982) p. 553.
K. Kaneda and D.E. Bergbreiter, Sekiyu Gakkaishi 36 (1993) 268.
E. Bayer and V. Schuring, Angew. Chem. Int. Ed. 14 (1975) 493.
E. Bayer and V. Schuring, CHEMTECH (1976) 212.
K. Tano, K. Seto and H. Tanaka, PCTInt. Appl., WO 83/00484.
D.E. Bergbreiter and R. Chandran, J. Org. Chem. 51 (1986) 4754; J. Am. Chem. Soc. 109 (1987) 174;
D.E. Bergbreiter and D.A. Weatherford, J. Org. Chem. 54 (1989) 2726.
K.W. Pepper, H.M. Paisley and M.A. Young, J. Chem. Soc. (1953) 4097.
R.H. Grubbs and L.C. Kroll, J. Am. Chem. Soc. 93 (1971) 3062.
P.S. Pregosin and R.W. Kunz,31Pand 31 C NMR of Transition Metal Phosphine Complexes (Springer, Berlin, 1979).
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Hanaoka, T.a., Takeuchi, K., Sugi, Y. et al. Phosphinated linear polystyrene as a ligand of palladium catalysts for ethoxycarbonylation of 4,4′-dibromobiphenyl. Catal Lett 28, 337–342 (1994). https://doi.org/10.1007/BF00806064
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DOI: https://doi.org/10.1007/BF00806064