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The Doping Effect of Fluorinated Aromatic Solvent on the Rate of Ruthenium Catalysed Olefin Metathesis

Samojłowicz, Cezary and Bieniek, Michał and Pazio, Aleksandra and Makal, Anna and Woźniak, Krzysztof and Poater, Albert and Cavallo, Luigi and Wójcik, Jacek and Zdanowski, Konrad and Grela, Karol (2011) The Doping Effect of Fluorinated Aromatic Solvent on the Rate of Ruthenium Catalysed Olefin Metathesis. Chemistry - An European Journal, 17 . pp. 12981-12993.

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Official URL: DOI: 10.1002/chem.201100160

Abstract

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.

Item Type:Article
Subjects:Q Science > QD Chemistry
Divisions:Laboratory of Biological NMR
ID Code:184
Deposited By: dr hab. Jacek Wójcik
Deposited On:17 Nov 2011 05:07
Last Modified:14 Oct 2014 12:22

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