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

页码：5138 / 5144

页数：7

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