Abstract
Soybean methyl esters are homogeneously, selectively hydrogenated in the presence of a variety of catalysts, of which [Pt(Pph3)2Cl2]+SnCl2·2H2O and [MoCl2(CO)3(Pph3)2]+SnCl2·2H2O are typical. Many variations can be made in these catalysts without destroying their selectivity. All of the catalysts bring about isomerization of the substrate molecules. The role of the solvent and the mechanism of the reaction are discussed.
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References
Bailar, Jr., J. C., and Hiroshi Itatani “Proceedings of the Symposium on Coordination Chemistry”, Hungarian Academy of Sciences, Tihany, Hungary, 1965.
Bailar, Jr., J. C., and Hiroshi Itatani, JAOCS43, 337 (1966).
Itatani, Hiroshi, and J. C. Bailar, Jr., Ibid.,44, 147 (1967).
Bailar, Jr., J. C., and Hiroshi Itatani, J. Amer. Chem. Soc.89, 1592 (1967).
Itatani, Hiroshi, and J. C. Bailar, Jr., Ibid.89, 1600 (1967).
Tayim, Hassan, and J. C. Bailar, Jr., Ibid.89, 3420 (1967).
Tayim, Hassan, and J. C. Bailar, Jr., Ibid.89, 4300 (1967).
Adams, R. W., G. E. Batley and J. C. Bailar, Jr., Inorg. Nucl. Chem. Letters4, 455 (1968).
Adams, R. W., G. E. Batley and J. G. Bailar, Jr., J. Amer. Chem. Soc.90, 6051 (1968).
Zajcew, M., JAOCS37, 130 (1960); R. R. Allen, Ibid.39, 457 (1962); Yoshio Tajima and Etsuo Kunioka, J. Org. Chem.33, 1689 (1968); L. H. Slaugh, Tetrahedron22, 1741 (1966); Jack Kwiatek, Catal. Rev.1, 37 (1967); Jack Kwiatek and J. K. Seyler, Adv. Chem. Series70, 207 (1968); E. N. Frankel, T. L. Mounts, R. O. Butterfield and H. J. Dutton, Ibid. Adv. Chem. Series,70. 177 (1968).
Cramer, R. D., E. L. Jenner, R. V. Lindsey, Jr. and U. G. Stolberg, Ibid.,85, 1691 (1963).
Frankel, E. N., E. A. Emken, Hiroshi Itatani and J. C. Bailar, Jr., J. Org. Chem.32, 1447 (1967).
Lindsey, Jr., R. V., G. W. Parshall and U. G. Stolberg, Inorg. Chem.5, 109 (1966).
Cramer, R. D., R. V. Lindsey, Jr., C. T. Prewitt and U. G. Stolberg, J. Amer. Chem. Soc.87, 658 (1965).
Chatt, J., and B. L. Shaw, J. Chem. Soc.1962, 5075.
Colton, R., and I. B. Tompkis, Aust. J. Chem.19, 1143, 1519 (1966).
Murdoch, H. D., J. Organometal. Chem.4, 119 (1965).
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Bailar, J.C. The selective homogeneous hydrogenation of soybean methyl esters. J Am Oil Chem Soc 47, 475–477 (1970). https://doi.org/10.1007/BF02639230
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DOI: https://doi.org/10.1007/BF02639230