Evaluation of an olefin metathesis pre-catalyst with a bulky and electron-rich N-heterocyclic carbene

Simone Manzini; Cesar Urbina Blanco; David James Nelson; Albert Poater; Tomas Lebl; Sebastien Michel Bernard Meiries; Alexandra Martha Zoya Slawin; Laura Falivene; Luigi Cavallo; Steven Patrick Nolan

doi:10.1016/j.jorganchem.2014.12.040

Evaluation of an olefin metathesis pre-catalyst with a bulky and electron-rich N-heterocyclic carbene

Simone Manzini, Cesar Urbina Blanco, David James Nelson, Albert Poater, Tomas Lebl, Sebastien Michel Bernard Meiries, Alexandra Martha Zoya Slawin, Laura Falivene, Luigi Cavallo, Steven Patrick Nolan

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

Abstract

The commercially-available metathesis pre-catalyst M₂₃ has been evaluated alongside new complex [RuCl₂((3-phenyl)indenylidene)(PPh₃)(SIPr^OMe)] (1), which bears a para-methoxy-substituted N-heterocyclic carbene ligand. Several model metathesis reactions could be conducted using only parts-per-million levels of ruthenium catalyst. The effects of the different NHC ligands on reactivity have been explored.

Original language	English
Pages (from-to)	43-48
Number of pages	7
Journal	Journal of Organometallic Chemistry
Volume	780
Early online date	9 Jan 2015
DOIs	https://doi.org/10.1016/j.jorganchem.2014.12.040
Publication status	Published - 15 Mar 2015

Keywords

Density functional theory
N-Heterocyclic carbine
Olefin metathesis
Ruthenium

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10.1016/j.jorganchem.2014.12.040

Nolan_2015_JOC_Evaluation_AM
© 2015 Elsevier B.V. All rights reserved. This is the author’s version of a work that was accepted for publication in Journal of Organometallic Chemistry. Changes resulting from the publishing process, such as peer review, editing, corrections, structural formatting, and other quality control mechanisms may not be reflected in this document. Changes may have been made to this work since it was submitted for publication. A definitive version was subsequently published in Journal of Organometallic Chemistry, volume 780 (2015), DOI: 10.1016/j.jorganchem.2014.12.040
Accepted author manuscript, 583 KB

Cite this

@article{195e4e4b447f42ab92c67a45c85a59c8,

title = "Evaluation of an olefin metathesis pre-catalyst with a bulky and electron-rich N-heterocyclic carbene",

abstract = "The commercially-available metathesis pre-catalyst M23 has been evaluated alongside new complex [RuCl2((3-phenyl)indenylidene)(PPh3)(SIPrOMe)] (1), which bears a para-methoxy-substituted N-heterocyclic carbene ligand. Several model metathesis reactions could be conducted using only parts-per-million levels of ruthenium catalyst. The effects of the different NHC ligands on reactivity have been explored.",

keywords = "Density functional theory, N-Heterocyclic carbine, Olefin metathesis, Ruthenium",

author = "Simone Manzini and {Urbina Blanco}, Cesar and Nelson, {David James} and Albert Poater and Tomas Lebl and Meiries, {Sebastien Michel Bernard} and Slawin, {Alexandra Martha Zoya} and Laura Falivene and Luigi Cavallo and Nolan, {Steven Patrick}",

note = "SPN thanks the European Research Council(227817) (Advanced Investigator Award {\textquoteleft}FUNCAT{\textquoteright}), the EU(CP-FP 211468) (Seventh Framework Programme Project {\textquoteleft}EUMET{\textquoteright}), and the Engineering and Physical Sciences Research Council for funding. SPN is a Royal Society Wolfson Merit Award holder. AP thanks the Spanish MINECO for a Ram{\'o}n y Cajal contract (RYC-2009-05226) and European Commission for a Career Integration Grant (CIG09-GA-2011-293900). ",

year = "2015",

month = mar,

day = "15",

doi = "10.1016/j.jorganchem.2014.12.040",

language = "English",

volume = "780",

pages = "43--48",

journal = "Journal of Organometallic Chemistry",

issn = "0022-328X",

publisher = "Elsevier",

}

TY - JOUR

T1 - Evaluation of an olefin metathesis pre-catalyst with a bulky and electron-rich N-heterocyclic carbene

AU - Manzini, Simone

AU - Urbina Blanco, Cesar

AU - Nelson, David James

AU - Poater, Albert

AU - Lebl, Tomas

AU - Meiries, Sebastien Michel Bernard

AU - Slawin, Alexandra Martha Zoya

AU - Falivene, Laura

AU - Cavallo, Luigi

AU - Nolan, Steven Patrick

N1 - SPN thanks the European Research Council(227817) (Advanced Investigator Award ‘FUNCAT’), the EU(CP-FP 211468) (Seventh Framework Programme Project ‘EUMET’), and the Engineering and Physical Sciences Research Council for funding. SPN is a Royal Society Wolfson Merit Award holder. AP thanks the Spanish MINECO for a Ramón y Cajal contract (RYC-2009-05226) and European Commission for a Career Integration Grant (CIG09-GA-2011-293900).

PY - 2015/3/15

Y1 - 2015/3/15

N2 - The commercially-available metathesis pre-catalyst M23 has been evaluated alongside new complex [RuCl2((3-phenyl)indenylidene)(PPh3)(SIPrOMe)] (1), which bears a para-methoxy-substituted N-heterocyclic carbene ligand. Several model metathesis reactions could be conducted using only parts-per-million levels of ruthenium catalyst. The effects of the different NHC ligands on reactivity have been explored.

AB - The commercially-available metathesis pre-catalyst M23 has been evaluated alongside new complex [RuCl2((3-phenyl)indenylidene)(PPh3)(SIPrOMe)] (1), which bears a para-methoxy-substituted N-heterocyclic carbene ligand. Several model metathesis reactions could be conducted using only parts-per-million levels of ruthenium catalyst. The effects of the different NHC ligands on reactivity have been explored.

KW - Density functional theory

KW - N-Heterocyclic carbine

KW - Olefin metathesis

KW - Ruthenium

UR - http://www.sciencedirect.com/science/article/pii/S0022328X15000066#appd003

UR - http://www.sciencedirect.com/science/article/pii/S0022328X15000066#appd002

U2 - 10.1016/j.jorganchem.2014.12.040

DO - 10.1016/j.jorganchem.2014.12.040

M3 - Article

SN - 0022-328X

VL - 780

SP - 43

EP - 48

JO - Journal of Organometallic Chemistry

JF - Journal of Organometallic Chemistry

ER -

Evaluation of an olefin metathesis pre-catalyst with a bulky and electron-rich N-heterocyclic carbene

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Keywords

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FUNCAT: EU FP7 ERC Advanced Grant - FUNCAT - Fundamental Studies in Organometallic Chemistry and Homogeneous Catalysis