Backbone tuning in indenylidene–ruthenium complexes bearing an unsaturated N-heterocyclic carbene

The steric and electronic influence of backbone substitution in IMes-based (IMes = 1,3-bis(2,4,6-trimethylphenyl)imidazol-2-ylidene) N-heterocyclic carbenes (NHC) was probed by synthesizing the [RhCl(CO)2(NHC)] series of complexes to quantify experimentally the Tolman electronic parameter (electroni...

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Main Authors: César A. Urbina-Blanco, Xavier Bantreil, Hervé Clavier, Alexandra M. Z. Slawin, Steven P. Nolan
Format: Article
Language:English
Published: Beilstein-Institut 2010-11-01
Series:Beilstein Journal of Organic Chemistry
Subjects:
Online Access:https://doi.org/10.3762/bjoc.6.128
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spelling doaj-383cbc63081d4abbb4426428feb973892021-02-02T01:53:31ZengBeilstein-InstitutBeilstein Journal of Organic Chemistry1860-53972010-11-01611120112610.3762/bjoc.6.1281860-5397-6-128Backbone tuning in indenylidene–ruthenium complexes bearing an unsaturated N-heterocyclic carbeneCésar A. Urbina-Blanco0Xavier Bantreil1Hervé Clavier2Alexandra M. Z. Slawin3Steven P. Nolan4EaStCHEM School of Chemistry, University of St Andrews, St Andrews KY16 9ST, United KingdomEaStCHEM School of Chemistry, University of St Andrews, St Andrews KY16 9ST, United KingdomEaStCHEM School of Chemistry, University of St Andrews, St Andrews KY16 9ST, United KingdomEaStCHEM School of Chemistry, University of St Andrews, St Andrews KY16 9ST, United KingdomEaStCHEM School of Chemistry, University of St Andrews, St Andrews KY16 9ST, United KingdomThe steric and electronic influence of backbone substitution in IMes-based (IMes = 1,3-bis(2,4,6-trimethylphenyl)imidazol-2-ylidene) N-heterocyclic carbenes (NHC) was probed by synthesizing the [RhCl(CO)2(NHC)] series of complexes to quantify experimentally the Tolman electronic parameter (electronic) and the percent buried volume (%Vbur, steric) parameters. The corresponding ruthenium–indenylidene complexes were also synthesized and tested in benchmark metathesis transformations to establish possible correlations between reactivity and NHC electronic and steric parameters.https://doi.org/10.3762/bjoc.6.128N-heterocyclic carbeneolefin metathesispercent buried volumeruthenium–indenylideneTolman electronic parameter
collection DOAJ
language English
format Article
sources DOAJ
author César A. Urbina-Blanco
Xavier Bantreil
Hervé Clavier
Alexandra M. Z. Slawin
Steven P. Nolan
spellingShingle César A. Urbina-Blanco
Xavier Bantreil
Hervé Clavier
Alexandra M. Z. Slawin
Steven P. Nolan
Backbone tuning in indenylidene–ruthenium complexes bearing an unsaturated N-heterocyclic carbene
Beilstein Journal of Organic Chemistry
N-heterocyclic carbene
olefin metathesis
percent buried volume
ruthenium–indenylidene
Tolman electronic parameter
author_facet César A. Urbina-Blanco
Xavier Bantreil
Hervé Clavier
Alexandra M. Z. Slawin
Steven P. Nolan
author_sort César A. Urbina-Blanco
title Backbone tuning in indenylidene–ruthenium complexes bearing an unsaturated N-heterocyclic carbene
title_short Backbone tuning in indenylidene–ruthenium complexes bearing an unsaturated N-heterocyclic carbene
title_full Backbone tuning in indenylidene–ruthenium complexes bearing an unsaturated N-heterocyclic carbene
title_fullStr Backbone tuning in indenylidene–ruthenium complexes bearing an unsaturated N-heterocyclic carbene
title_full_unstemmed Backbone tuning in indenylidene–ruthenium complexes bearing an unsaturated N-heterocyclic carbene
title_sort backbone tuning in indenylidene–ruthenium complexes bearing an unsaturated n-heterocyclic carbene
publisher Beilstein-Institut
series Beilstein Journal of Organic Chemistry
issn 1860-5397
publishDate 2010-11-01
description The steric and electronic influence of backbone substitution in IMes-based (IMes = 1,3-bis(2,4,6-trimethylphenyl)imidazol-2-ylidene) N-heterocyclic carbenes (NHC) was probed by synthesizing the [RhCl(CO)2(NHC)] series of complexes to quantify experimentally the Tolman electronic parameter (electronic) and the percent buried volume (%Vbur, steric) parameters. The corresponding ruthenium–indenylidene complexes were also synthesized and tested in benchmark metathesis transformations to establish possible correlations between reactivity and NHC electronic and steric parameters.
topic N-heterocyclic carbene
olefin metathesis
percent buried volume
ruthenium–indenylidene
Tolman electronic parameter
url https://doi.org/10.3762/bjoc.6.128
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