Abstract
A silica-bonded complex was prepared by reacting polyphenylsiloxane with silylated Chromosorb and then with Cr(CO)6. This complex catalyzed stereoselective hydrogenation of sorbate tocis-3-hexenoate. Soybean methyl esters were hydrogenated at 210 C in cyclohexane to form products high incis unsaturation. The recovered catalyst could be recycled once with methyl sorbate. IR showed decreased Cr(CO)3 in the recovered catalysts, and the hydrogenation products contained inactive Cr.
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References
Frankel, E.N., JAOCS 47:11 (1970).
Frankel, E.N., U.S. Patent 3,542,821 (1970).
Frankel, E.N., R.A. Awl and J.P. Friedrich, JAOCS 56:965 (1979).
Pittman, C.U., Jr., B.T. Kim and W.M. Douglas, J. Org. Chem. 40:590 (1975).
Awl, R.A., E.N. Frankel, J.P. Friedrich and E.H. Pryde, JAOCS 55:577 (1978); and J.P. Friedrich, unpublished results.
Awl, R.A., E.N. Frankel, J.P. Friedrich and C.L. Swanson, J. Polym. Sci. Polym. Chem. Ed. 18:2663 (1980).
Conan, J., M. Bartholin and A. Guyot, J. Mol. Catal. 1:375 (1975/76).
Frankel, E.N., and R.O. Butterfield, J. Org. Chem. 34:3930 (1969).
Frankel, E.N., E. Selke and C.A. Glass, Ibid. 34:3936 (1969).
Frankel, E.N., in “Catalysis in Organic Syntheses,” edited by W.H. Jones, Academic Press, New York, NY, 1980, p. 185.
Brown, J.F., Jr., in “Preparative Methods of Polymer Chemistry,” 2nd Edition, edited by W.R. Sorenson and T.W. Campbell, John Wiley & Sons, Inc., New York, NY, 1968, p. 390.
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Awl, R.A., Frankel, E.N. Cr(CO)3-complexed, silica-bonded polyphenylsiloxane as a stereoselective catalyst for hydrogenation of sorbate and soybean methyl esters. J Am Oil Chem Soc 58, 557–560 (1981). https://doi.org/10.1007/BF02541594
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DOI: https://doi.org/10.1007/BF02541594