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Issue 12, 2014
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Liquid/solid phase transfer activation of Grubbs-type alkene metathesis catalysts; application of silver salts of sulfonated polystyrene

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Abstract

Alkene metatheses catalyzed by (H2IMes)(Cy2PCH2CH2N(CH3)3+)(Cl)2Ru([double bond, length as m-dash]CHPh) Cl, an analog of Grubbs' second generation catalyst with an ammonium-salt containing phosphine, are dramatically accelerated when conducted in the presence of the insoluble resin PS-SO3Ag (PS = polystyrene). A mechanism involving ionic and covalent phosphine binding (PS-SO3Ag·PCy2CH2CH2N(CH3)3+ PS-SO3) with concomitant formation of AgCl is proposed. Grubbs' second generation catalyst exhibits a modest rate enhancement, believed to reflect the generation of PS-SO3Ag·PCy3.

Graphical abstract: Liquid/solid phase transfer activation of Grubbs-type alkene metathesis catalysts; application of silver salts of sulfonated polystyrene

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Publication details

The article was received on 06 Aug 2014, accepted on 18 Oct 2014 and first published on 24 Oct 2014


Article type: Communication
DOI: 10.1039/C4CY01021C
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Catal. Sci. Technol., 2014,4, 4178-4182

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    Liquid/solid phase transfer activation of Grubbs-type alkene metathesis catalysts; application of silver salts of sulfonated polystyrene

    Z. Xi, H. S. Bazzi and J. A. Gladysz, Catal. Sci. Technol., 2014, 4, 4178
    DOI: 10.1039/C4CY01021C

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