Ruthenium olefin metathesis catalysts containing fluoride

Stefano Guidone; Olivier Songis; Laura  Falivene; Fady Nahra; Alexandra Martha Zoya Slawin; Heiko Jacobsen; Luigi Cavallo; Catherine S.J. Cazin

doi:10.1021/acscatal.5b00219

Ruthenium olefin metathesis catalysts containing fluoride

Stefano Guidone, Olivier Songis, Laura Falivene , Fady Nahra, Alexandra Martha Zoya Slawin, Heiko Jacobsen, Luigi Cavallo, Catherine S.J. Cazin

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

Abstract

The reaction of the ruthenium complex cis-Caz-1 with silver fluoride affords the first example of an active olefin metathesis pre-catalyst containing fluoride ligands. The cis geometry of the precursor complex is key to the successful fluoride exchange reaction. Computational studies highlight the stability of the new Ru-F species, due to push-pull interactions between fluoride and L-type ligands (L: N-heterocyclic carbene, phosphite). Insights into the isomerization process from trans-Caz-1 to cis-Caz-1 are given. Fluoride exchange reactions were performed involving cis- and trans-Caz-1 complexes. Catalytic tests showcase the excellent activity of the Ru-F containing complexes.

Original language	English
Pages (from-to)	3932–3939
Journal	ACS Catalysis
Volume	5
Issue number	7
Early online date	1 Jun 2015
DOIs	https://doi.org/10.1021/acscatal.5b00219
Publication status	Published - 2 Jul 2015

Keywords

Olefin metathesis
Homogeneous Catalysis
Ruthenium
Fluoride
Halide exchange

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10.1021/acscatal.5b00219

Cazin_2015_ACSC_Ruthenium_AM
Copyright © 2015 American Chemical Society. This document is the Accepted Manuscript version of a Published Work that appeared in final form in ACS Catalysis, copyright © American Chemical Society after peer review and technical editing by the publisher. To access the final edited and published work see https://dx.doi.org/10.1021/acscatal.5b00219
Accepted author manuscript, 679 KB

Cite this

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title = "Ruthenium olefin metathesis catalysts containing fluoride",

abstract = "The reaction of the ruthenium complex cis-Caz-1 with silver fluoride affords the first example of an active olefin metathesis pre-catalyst containing fluoride ligands. The cis geometry of the precursor complex is key to the successful fluoride exchange reaction. Computational studies highlight the stability of the new Ru-F species, due to push-pull interactions between fluoride and L-type ligands (L: N-heterocyclic carbene, phosphite). Insights into the isomerization process from trans-Caz-1 to cis-Caz-1 are given. Fluoride exchange reactions were performed involving cis- and trans-Caz-1 complexes. Catalytic tests showcase the excellent activity of the Ru-F containing complexes.",

keywords = "Olefin metathesis, Homogeneous Catalysis, Ruthenium, Fluoride, Halide exchange",

author = "Stefano Guidone and Olivier Songis and Laura Falivene and Fady Nahra and Slawin, {Alexandra Martha Zoya} and Heiko Jacobsen and Luigi Cavallo and Cazin, {Catherine S.J.}",

note = "The authors gratefully acknowledge the EC through the 7th framework program (grant CP-FP 211468-2 EUMET), the Royal Society (University Research Fellowship to CSJC) for financial support.",

year = "2015",

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doi = "10.1021/acscatal.5b00219",

language = "English",

volume = "5",

pages = "3932–3939",

journal = "ACS Catalysis",

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publisher = "American Chemical Society (ACS)",

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T1 - Ruthenium olefin metathesis catalysts containing fluoride

AU - Guidone, Stefano

AU - Songis, Olivier

AU - Falivene , Laura

AU - Nahra, Fady

AU - Slawin, Alexandra Martha Zoya

AU - Jacobsen, Heiko

AU - Cavallo, Luigi

AU - Cazin, Catherine S.J.

N1 - The authors gratefully acknowledge the EC through the 7th framework program (grant CP-FP 211468-2 EUMET), the Royal Society (University Research Fellowship to CSJC) for financial support.

PY - 2015/7/2

Y1 - 2015/7/2

N2 - The reaction of the ruthenium complex cis-Caz-1 with silver fluoride affords the first example of an active olefin metathesis pre-catalyst containing fluoride ligands. The cis geometry of the precursor complex is key to the successful fluoride exchange reaction. Computational studies highlight the stability of the new Ru-F species, due to push-pull interactions between fluoride and L-type ligands (L: N-heterocyclic carbene, phosphite). Insights into the isomerization process from trans-Caz-1 to cis-Caz-1 are given. Fluoride exchange reactions were performed involving cis- and trans-Caz-1 complexes. Catalytic tests showcase the excellent activity of the Ru-F containing complexes.

AB - The reaction of the ruthenium complex cis-Caz-1 with silver fluoride affords the first example of an active olefin metathesis pre-catalyst containing fluoride ligands. The cis geometry of the precursor complex is key to the successful fluoride exchange reaction. Computational studies highlight the stability of the new Ru-F species, due to push-pull interactions between fluoride and L-type ligands (L: N-heterocyclic carbene, phosphite). Insights into the isomerization process from trans-Caz-1 to cis-Caz-1 are given. Fluoride exchange reactions were performed involving cis- and trans-Caz-1 complexes. Catalytic tests showcase the excellent activity of the Ru-F containing complexes.

KW - Olefin metathesis

KW - Homogeneous Catalysis

KW - Ruthenium

KW - Fluoride

KW - Halide exchange

UR - http://pubs.acs.org/doi/suppl/10.1021/acscatal.5b00219

U2 - 10.1021/acscatal.5b00219

DO - 10.1021/acscatal.5b00219

M3 - Article

SN - 2155-5435

VL - 5

SP - 3932

EP - 3939

JO - ACS Catalysis

JF - ACS Catalysis

IS - 7

ER -

Ruthenium olefin metathesis catalysts containing fluoride

Abstract

Keywords

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