Journal of Organometallic Chemistry p. 569 - 581 (1990)
Update date:2022-08-02
Topics:
Salerno, Giuseppe
Panza, Maria
Chiusoli, Gian Paolo
Costa, Mirco
Rhodium(I) complexes have been shown to catalyze the reaction of 1-alkynes with 3-butenoic acid in alcoholic solvents at 85 deg C.Various pathways, involving rhodium-bonded vinylidene, α-vinyl, β-vinyl or alkynyl group as intermediates, have been uncovered under slightly different conditions.The stereo- and regiochemisty of these reactions provide evidence for the intermediacy of vinylidene-rhodium complexes when tertiary phosphine ligands are used.Subsequent protonation leads to β-vinylrhodium complexes.In contrast, α-vinylrhodium intermediates are involved in the case of di- or tri-alkyl or -aryl-phosphite ligands.The latter ligands also favour the formation of alkynylrhodium complexes at lower temperatures.Some mechanistic aspects are discussed.
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