- Multiple pathways in rhodium-catalyzed reactions of 1-alkynes with 3-butenoic acid
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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.
- Salerno, Giuseppe,Panza, Maria,Chiusoli, Gian Paolo,Costa, Mirco
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p. 569 - 581
(2007/10/02)
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- Process for the preparation of alkenylbenzenecarboxylic acid derivatives and alkenylnaphthalenecarboxylic acid derivatives
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Compounds of the formula I STR1 in which p, m, Z, R, R' and Y are as defined in claim 1, can be obtained in a simple and economical manner by a novel process which comprises reacting a halide of the formula STR2 with the corresponding acrylic acid derivative, in the presence of a base and of certain palladium catalysts, such as palladium acetate. The compounds (I), and functional derivatives prepared therefrom, are useful for the preparation of photocrosslinkable polymers, which can in particular be employed as (so-called) photoresists.
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