Catalysis in water: Highly efficient synthesis of heptadienoic acids by rearrangement of allyl but-3-enoate promoted by Rh(I) complexes

被引:3
作者
Bottarelli, Paolo
Costa, Mirco
Gabriele, Bartolo
Salerno, Giuseppe
Yebeutchou, Roger A.
机构
[1] Univ Calabria, Dipartimento Sci Farmaceut, I-87030 Commenda Di Rende, Italy
[2] Univ Calabria, Dipartimento Chim, I-87030 Commenda Di Rende, Italy
关键词
catalysis in water; C-C coupling; green chemistry; heptadienoic acids; rhodium;
D O I
10.1016/j.molcata.2007.04.030
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
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(l) 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. (c) 2007 Elsevier B.V. All rights reserved.
引用
收藏
页码:87 / 94
页数:8
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