Fluorous Phase-transfer Activation of Catalysts: Application of a New Rate-enhancement Strategy to Alkene Metathesis

Rosenildo  Da Costa; John A. Gladysz

doi:10.1039/B602428A

Fluorous Phase-transfer Activation of Catalysts: Application of a New Rate-enhancement Strategy to Alkene Metathesis

Rosenildo Da Costa, John A. Gladysz

Faculty of Computing, Engineering and Science

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

Abstract

Reactions of the bis(pyridine) complex (H₂IMes)(Py)₂(Cl)₂Ru(=CHPh) and fluorous phosphines P(CH₂CH₂R_fn)₃ (n = a, 6; b, 8; c, 10; R_fn = (CF₂)_n–1CF₃) give (H₂IMes)(P(CH₂CH₂R_fn)₃)(Cl)₂Ru(=CHPh) (2a–c, 64–73%), which are analogs of Grubbs' second generation catalyst and effective alkene metathesis catalysts under organic monophasic and fluorous/organic biphasic conditions. The latter give rate accelerations, which are believed to arise from phase transfer of the dissociated fluorous phosphine

Original language	English
Pages (from-to)	2619-2621
Journal	Chemical Communications
DOIs	https://doi.org/10.1039/B602428A
Publication status	Published - 2006

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title = "Fluorous Phase-transfer Activation of Catalysts: Application of a New Rate-enhancement Strategy to Alkene Metathesis",

abstract = "Reactions of the bis(pyridine) complex (H2IMes)(Py)2(Cl)2Ru(=CHPh) and fluorous phosphines P(CH2CH2Rfn)3 (n = a, 6; b, 8; c, 10; Rfn = (CF2)n–1CF3) give (H2IMes)(P(CH2CH2Rfn)3)(Cl)2Ru(=CHPh) (2a–c, 64–73%), which are analogs of Grubbs' second generation catalyst and effective alkene metathesis catalysts under organic monophasic and fluorous/organic biphasic conditions. The latter give rate accelerations, which are believed to arise from phase transfer of the dissociated fluorous phosphine",

author = "{Da Costa}, Rosenildo and Gladysz, {John A.}",

year = "2006",

doi = "10.1039/B602428A",

language = "English",

pages = "2619--2621 ",

journal = "Chemical Communications",

issn = "1359-7345",

publisher = "Royal Society of Chemistry",

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T1 - Fluorous Phase-transfer Activation of Catalysts: Application of a New Rate-enhancement Strategy to Alkene Metathesis

AU - Da Costa, Rosenildo

AU - Gladysz, John A.

PY - 2006

Y1 - 2006

N2 - Reactions of the bis(pyridine) complex (H2IMes)(Py)2(Cl)2Ru(=CHPh) and fluorous phosphines P(CH2CH2Rfn)3 (n = a, 6; b, 8; c, 10; Rfn = (CF2)n–1CF3) give (H2IMes)(P(CH2CH2Rfn)3)(Cl)2Ru(=CHPh) (2a–c, 64–73%), which are analogs of Grubbs' second generation catalyst and effective alkene metathesis catalysts under organic monophasic and fluorous/organic biphasic conditions. The latter give rate accelerations, which are believed to arise from phase transfer of the dissociated fluorous phosphine

AB - Reactions of the bis(pyridine) complex (H2IMes)(Py)2(Cl)2Ru(=CHPh) and fluorous phosphines P(CH2CH2Rfn)3 (n = a, 6; b, 8; c, 10; Rfn = (CF2)n–1CF3) give (H2IMes)(P(CH2CH2Rfn)3)(Cl)2Ru(=CHPh) (2a–c, 64–73%), which are analogs of Grubbs' second generation catalyst and effective alkene metathesis catalysts under organic monophasic and fluorous/organic biphasic conditions. The latter give rate accelerations, which are believed to arise from phase transfer of the dissociated fluorous phosphine

U2 - 10.1039/B602428A

DO - 10.1039/B602428A

M3 - Article

SN - 1359-7345

SP - 2619

EP - 2621

JO - Chemical Communications

JF - Chemical Communications

ER -

Fluorous Phase-transfer Activation of Catalysts: Application of a New Rate-enhancement Strategy to Alkene Metathesis

Abstract

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