Hydrogenation of soybean oil with cationic Rh(I)-Phosphine complexes as catalysts — Para-toluene sulfonate and sulfonated styrene resins as counterions |
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Authors: | Mats Berglund Carlaxel Andersson |
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Affiliation: | (1) Inorganic Chemistry 1, Chemical Center, P.O.B. 740, S-220 07 Lund, Sweden |
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Abstract: | A cationic rhodium(I) complex, viz. Rh NBD diphos+ 4-CH3-C6H5SO 3 − [NBD = norbornadiene, diphos = (C6H5)2 P-CH2-CH2-P(C6H5)2], has been used as a homogeneous catalyst for the hydrogenation of soybean oil in acetone solution. This complex acts almost in the same way as the corresponding ones with ClO 4 − or PF 6 − as conuterions, i.e., it gives high polyene selectivity and low formation oftrans isomers. Because of the somewhat stronger basic character of the p-toluene-sulfonate ion compared with the perchlorate and hexafluorphosphate ions, the relative proportion of reaction via the so-called monohydride path is larger in the present case. When the ionic complex, Rh NBD diphos+, is bound to a solid support, e.g., to the anionic sites of sulfonated polystyrene resins, a nearly total lack of catalytic activity is observed. Possible reasons for these effects are discussed-in terms of π-arene-metal binding and covalent coordination of the sulfonate group. |
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