Glycerol - A Non-Innocent Solvent for Rh-Catalysed Pauson-Khand Carbocyclisations

被引：13
作者：
Chahdoura, Faouzi [1 ]
Dubrulle, Laurent [1 ,2 ]
Fourmy, Kevin [2 ]
Durand, Jerome [2 ]
Madec, David [1 ]
Gomez, Montserrat [1 ]
机构：
[1] Univ Toulouse 3, CNRS, UMR 5069, Lab Heterochim Fondamentale & Appl, F-31062 Toulouse 9, France
[2] ENSIACET, CNRS, UPR Composante 8241, Chim Coordinat Lab, F-31030 Toulouse 4, France
来源：
EUROPEAN JOURNAL OF INORGANIC CHEMISTRY | 2013年 / 2013卷 / 29期
关键词：
C-C coupling; Rhodium; Reaction mechanisms; NMR spectroscopy; Glycerol; TRANSFER CARBONYLATION; COMPLEXES; ALDEHYDES; LIGANDS; DECARBONYLATION; CYCLIZATION; RHODIUM(I); ORIGINS; ALKYNE; ENYNES;
D O I：
10.1002/ejic.201300651
中图分类号：
O61 [无机化学];
学科分类号：
070301 ; 081704 ;
摘要：
Rh-catalysed carbocyclisations of the 1,6-enynes 1-8 efficiently gave bicyclo[3.3.0]octenones in neat glycerol. Unexpectedly, ligand-free [Rh(-OMe)(cod)](2) was highly selective. Moreover, TPPTS [tris(3-sulfonatophenyl)phosphane trisodium salt] improved the catalyst performance at low Rh/L ratios, but surprisingly, ligand excess blocked the reaction. Detailed NMR studies evidenced the role of glycerol in the catalytic process.
引用
收藏
页码：5138 / 5144
页数：7
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