title: The doping effect of fluorinated aromatic solvents on the rate of ruthenium-catalysed olefin metathesis.
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.
authors.affiliation: Institute of Organic Chemistry, Polish Academy of Sciences, Kasprzaka 44/52, 01-224 Warsaw, Poland.
authors.forename: Cezary
authors.initials: C
authors.lastname: Samojłowicz
authors.forename: Michał
authors.initials: M
authors.lastname: Bieniek
authors.forename: Aleksandra
authors.initials: A
authors.lastname: Pazio
authors.forename: Anna
authors.initials: A
authors.lastname: Makal
authors.forename: Krzysztof
authors.initials: K
authors.lastname: Woźniak
authors.forename: Albert
authors.initials: A
authors.lastname: Poater
authors.forename: Luigi
authors.initials: L
authors.lastname: Cavallo
authors.forename: Jacek
authors.initials: J
authors.lastname: Wójcik
authors.forename: Konrad
authors.initials: K
authors.lastname: Zdanowski
authors.forename: Karol
authors.initials: K
authors.lastname: Grela
mesh_terms: D000475:Alkenes / Q000737:chemistry*; D002384:Catalysis; D006845:Hydrocarbons, Fluorinated / Q000737:chemistry*; D008697:Methane / Q000031:analogs & derivatives* / Q000737:chemistry; D008958:Models, Molecular; D015394:Molecular Structure; D009942:Organometallic Compounds / Q000737:chemistry*; D012428:Ruthenium / Q000737:chemistry*
chemical_list: D000475:Alkenes; D006845:Hydrocarbons, Fluorinated; D009942:Organometallic Compounds; C030011:carbene; D012428:Ruthenium; D008697:Methane