A practical and efficient protocol has been developed to realize the catalytic rearrangement of allyl but-3-enoate to heptadienoic acids in NaHCO3 saturated water, in the presence of catalytic amounts of a rhodium(I) complex, containing olefin, diene or phosphine ligands. The reaction mainly affords the sodium salt of E-2,6-heptadienoic acid, with high catalytic efficiency (3600 TON). A reaction scheme of the process is proposed. The reaction course differs from that observed in organic solvents, where E-3,6-heptadienoic acid is formed predominantly.
Catalysis in water: highly efficient synthesis of heptadienoic acids by rearrangement of allyl but-3-enoate promoted by Rh(I) complexes / Bottarelli, P; Costa, M; Gabriele, Bartolo; Salerno, G; Yebeutchou, Rm. - In: JOURNAL OF MOLECULAR CATALYSIS. A: CHEMICAL. - ISSN 1381-1169. - 274(2007), pp. 87-94.
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Titolo: | Catalysis in water: highly efficient synthesis of heptadienoic acids by rearrangement of allyl but-3-enoate promoted by Rh(I) complexes |
Autori: | |
Data di pubblicazione: | 2007 |
Rivista: | |
Citazione: | Catalysis in water: highly efficient synthesis of heptadienoic acids by rearrangement of allyl but-3-enoate promoted by Rh(I) complexes / Bottarelli, P; Costa, M; Gabriele, Bartolo; Salerno, G; Yebeutchou, Rm. - In: JOURNAL OF MOLECULAR CATALYSIS. A: CHEMICAL. - ISSN 1381-1169. - 274(2007), pp. 87-94. |
Handle: | http://hdl.handle.net/20.500.11770/140264 |
Appare nelle tipologie: | 1.1 Articolo in rivista |