期刊
CHEMISTRY-A EUROPEAN JOURNAL
卷 17, 期 46, 页码 12981-12993出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.201100160
关键词
doping effects; fluorinated aromatic hydrocarbons; metathesis; N-heterocyclic carbenes; ruthenium
资金
- Foundation for Polish Science
- Foundation for Polish Science [Ventures/2008 1/5]
- European Union Regional Development Fund
- Polish Ministry of Science and Higher Education [NN204030233]
- Ramon y Cajal
- Spanish MICINN
A study concerning the effect of using a fluorinated aromatic solvent as the medium for olefin metathesis reactions catalysed by ruthenium complexes bearing N-heterocyclic carbene ligands is presented. The use of fluorinated aromatic hydrocarbons (FAH) as solvents for olefin metathesis reactions catalysed by standard commercially available ruthenium pre-catalysts allows substantially higher yields of the desired products to be obtained, especially in the case of demanding polyfunctional molecules, including natural and biologically active compounds. Interactions between the FAH and the second-generation ruthenium catalysts, which apparently improve the efficiency of the olefin metathesis transformation, have been studied by X-ray structure analysis and computations, as well as by carrying out a number of metathesis experiments. The optimisation of reaction conditions by using an FAH can be regarded as a complementary approach for the design of new improved ruthenium catalysts. Fluorinated aromatic solvents are an attractive alternative medium for promoting challenging olefin metathesis reactions.
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