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Catalytic hydrogenation of soybean oil with Rh(l) dihydride complexes as catalysts
Author(s) -
Andersson C.,
Larsson R.
Publication year - 1981
Publication title -
journal of the american oil chemists' society
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.512
H-Index - 117
eISSN - 1558-9331
pISSN - 0003-021X
DOI - 10.1007/bf02666055
Subject(s) - catalysis , chemistry , norbornadiene , rhodium , triphenylphosphine , triethylamine , cationic polymerization , cis–trans isomerism , conjugated system , medicinal chemistry , isomerization , soybean oil , organic chemistry , polymer , food science
Cationic rhodium(I) complexes of the type [NBD Rh L 2 ] + [C1O 4 ] − (NBD = norbornadiene and L = diphenylphosphinoethane or triphenylphosphine) have been studied as catalysts for the hydrogenation of soybean oil. These catalysts give a good yield of products with cis‐configuration. Indeed, hydrogenation could be performed under mild conditions (30 C, 1 atm hydrogen pressure) to an iodine value of 80 with not more than 12% of trans monoenes and only 5% conjugated isomers formed. The results obtained are interpreted on the basis of the equilibrium H 2 RhL n + ⇌HRhL n +H + . By the addition of acid (HClO 4 ) the bishydrido form of the catalyst could be studied. With this system only small amounts of trans monoenes were formed and no other trans isomers could be detected. By the addition of a base such as triethylamine, the monohydridic form of the catalyst could be studied. In contrast to the bishydrido complex, this system gave large amounts of trans monoenes, together with cis‐trans and trans‐trans forms of the 18:2 acid. With both forms of the catalyst system, conjugated isomers were formed.