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Quantitative conversion is normal and the catalyst possesses high functional\u2010group tolerance.<jats:boxed-text content-type=\"graphic\" position=\"anchor\"><jats:graphic xmlns:xlink=\"http:\/\/www.w3.org\/1999\/xlink\" mimetype=\"image\/gif\" position=\"anchor\" specific-use=\"enlarged-web-image\" xlink:href=\"graphic\/mcontent.gif\"><jats:alt-text>magnified image<\/jats:alt-text><\/jats:graphic><\/jats:boxed-text><\/jats:p><jats:p>The allylation of aromatic and aliphatic thiols, by using allyl alcohols as substrates, requires only minutes at ambient temperature with either a Ru<jats:sup>IV<\/jats:sup> catalyst, [Ru(Cp*)(\u03b7<jats:sup>3<\/jats:sup>\u2010C<jats:sub>3<\/jats:sub>H<jats:sub>5<\/jats:sub>)(CH<jats:sub>3<\/jats:sub>CN)<jats:sub>2<\/jats:sub>](PF<jats:sub>6<\/jats:sub>)<jats:sub>2<\/jats:sub> (<jats:bold>2<\/jats:bold>; Cp*=pentamethylcyclopentadienyl) or a combination of [Ru(Cp*)(CH<jats:sub>3<\/jats:sub>CN)<jats:sub>3<\/jats:sub>](PF<jats:sub>6<\/jats:sub>) and camphor sulfonic acid. Quantitative conversion is normal and the catalyst possesses high functional\u2010group tolerance. The use of [Ru(Cp*)(CH<jats:sub>3<\/jats:sub>CN)<jats:sub>3<\/jats:sub>](PF<jats:sub>6<\/jats:sub>) alone affords poor results. A comparison is made to the results from catalytic runs based on the use of carbonates rather than alcohols, by using <jats:bold>2<\/jats:bold> as the catalyst, and it is shown that the products from the alcohols are formed faster, so there is no advantage in using a carbonate substrate. The observed branched\u2010to\u2010linear (b\/l) ratios when using substituted alcohols decrease with time suggesting that the catalysts isomerise the products. A new methodology from which one can select the desired isomeric product is proposed. DFT calculations and NMR spectroscopic measurements, by using an arene sulfonic acid as co\u2010catalyst, suggest that \u03b7<jats:sup>6<\/jats:sup>\u2010complexes are not relevant for the catalytic system. Moreover, the DFT results indicate that 1)\u2005any \u03b7<jats:sup>6<\/jats:sup>\u2010complexes from the acids RC<jats:sub>6<\/jats:sub>H<jats:sub>4<\/jats:sub>SO<jats:sub>3<\/jats:sub>H result from deprotonation of the acid, 2)\u2005complexation of the thiol, via the deprotonated sulfur atom, is preferred over complexation of the O atom of the sulfonate, RC<jats:sub>6<\/jats:sub>H<jats:sub>4<\/jats:sub>SO<jats:sub>3<\/jats:sub><jats:sup>\u2212<\/jats:sup> and 3)\u2005a sulfonate O\u2010atom complex will be difficult to detect.<\/jats:p>","DOI":"10.1002\/chem.200900192","type":"journal-article","created":{"date-parts":[[2009,5,22]],"date-time":"2009-05-22T05:08:22Z","timestamp":1242968902000},"page":"6468-6477","source":"Crossref","is-referenced-by-count":51,"title":["Fast Ruthenium\u2010Catalysed Allylation of Thiols by Using Allyl Alcohols as 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