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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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 |
work_keys_str_mv |
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