Journal
EUROPEAN JOURNAL OF INORGANIC CHEMISTRY
Volume 2013, Issue 29, Pages 5138-5144Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejic.201300651
Keywords
C-C coupling; Rhodium; Reaction mechanisms; NMR spectroscopy; Glycerol
Categories
Funding
- Centre National de la Recherche Scientifique (CNRS)
- Universite Paul Sabatier
- Region Midi-Pyrenees
- CNRS
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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.
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