Bulletin of the Chemical Society of Japan p. 488 - 494 (1984)
Update date:2022-08-10
Topics:
Hirai
Komatsuzaki
Toshima
Cyclopentadiene was hydrogenated to cyclopentene selectively by using colloidal palladium supported on chelate resin with iminodiacetic acid moieties as a catalyst. The hydrogenation rate was correlated to the polarity parameter, E//T(30) values, of the solvents used in the reaction, except in the case of dimethyl sulfoxide. The equilibrium constant for complex formation between cyclopentadiene and the catalyst, K//D, was estimated to be over 400 times larger than that between cyclopentene and the catalyst, K//E. A mechanism, including the coordination of olefins to the catalyst and the subsequent hydrogenation of the coordinated complexes, was proposed.
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