Glycerol - A on-innocent solvent for Rh-catalysed Pauson-Khand carbocyclisations

Glycerol - A on-innocent solvent for Rh-catalysed Pauson-Khand carbocyclisations

Rh-catalysed carbocyclisations of the 1,6-enynes 1-8 efficiently gave bicyclo[3.3.0]octenones in neat glycerol. Unexpectedly, ligand-free [Rh(μ-OMe)(cod)]2 was highly selective. Moreover, TPPTS [tris(3-sulfonatophenyl)phosphane trisodium salt] improved the catalyst performance at low Rh/L ratios, bu...

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Veröffentlicht in:European journal of inorganic chemistry 2013, Vol.2013 (29), p.5138-5144
Hauptverfasser: Chahdoura, F., Dubrulle, L., Fourmy, Kévin, Durand, Jérôme J., Madec, D., Gomez, M.
Format: Artikel
Sprache:eng
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Chemical Sciences
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Zusammenfassung:Rh-catalysed carbocyclisations of the 1,6-enynes 1-8 efficiently gave bicyclo[3.3.0]octenones in neat glycerol. Unexpectedly, ligand-free [Rh(μ-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.
ISSN:1434-1948
1099-0682
DOI:10.1002/ejic.201300651