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

Zhenxing Xi; Hassan S. Bazzi; John A. Gladysz

doi:10.1039/c4cy01021c

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

Zhenxing Xi, Hassan S. Bazzi^*, John A. Gladysz

^*Corresponding author for this work

Research output: Contribution to journal › Article › peer-review

6 Citations (Scopus)

Abstract

Alkene metatheses catalyzed by (H₂IMes)(Cy₂PCH₂CH₂N(CH₃)₃⁺)(Cl)₂Ru(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.

Original language	English
Pages (from-to)	4178-4182
Number of pages	5
Journal	Catalysis Science and Technology
Volume	4
Issue number	12
DOIs	https://doi.org/10.1039/c4cy01021c
Publication status	Published - 1 Dec 2014
Externally published	Yes

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title = "Liquid/solid phase transfer activation of Grubbs-type alkene metathesis catalysts; Application of silver salts of sulfonated polystyrene",

abstract = "Alkene metatheses catalyzed by (H2IMes)(Cy2PCH2CH2N(CH3)3+)(Cl)2Ru(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.",

author = "Zhenxing Xi and Bazzi, {Hassan S.} and Gladysz, {John A.}",

note = "Publisher Copyright: {\textcopyright} 2014 the Partner Organisations.",

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doi = "10.1039/c4cy01021c",

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T1 - Liquid/solid phase transfer activation of Grubbs-type alkene metathesis catalysts; Application of silver salts of sulfonated polystyrene

AU - Xi, Zhenxing

AU - Bazzi, Hassan S.

AU - Gladysz, John A.

PY - 2014/12/1

Y1 - 2014/12/1

N2 - Alkene metatheses catalyzed by (H2IMes)(Cy2PCH2CH2N(CH3)3+)(Cl)2Ru(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.

AB - Alkene metatheses catalyzed by (H2IMes)(Cy2PCH2CH2N(CH3)3+)(Cl)2Ru(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.

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DO - 10.1039/c4cy01021c

M3 - Article

AN - SCOPUS:84908545814

SN - 2044-4753

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EP - 4182

JO - Catalysis Science and Technology

JF - Catalysis Science and Technology

IS - 12

ER -

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

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