Grubbs–Hoveyda type catalysts bearing a dicationic N-heterocyclic carbene for biphasic olefin metathesis reactions in ionic liquids

The novel dicationic metathesis catalyst [(RuCl(2)(H(2)ITapMe(2))(=CH–2-(2-PrO)-C(6)H(4)))(2+) (OTf(−))(2)] (Ru-2, H(2)ITapMe(2) = 1,3-bis(2’,6’-dimethyl-4’-trimethylammoniumphenyl)-4,5-dihydroimidazol-2-ylidene, OTf(−) = CF(3)SO(3)(−)) based on a dicationic N-heterocyclic carbene (NHC) ligand was p...

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Autores principales: Koy, Maximilian, Altmann, Hagen J, Autenrieth, Benjamin, Frey, Wolfgang, Buchmeiser, Michael R
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Beilstein-Institut 2015
Materias:
Full Research Paper
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4660883/
https://www.ncbi.nlm.nih.gov/pubmed/26664582
http://dx.doi.org/10.3762/bjoc.11.178
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author Koy, Maximilian
Altmann, Hagen J
Autenrieth, Benjamin
Frey, Wolfgang
Buchmeiser, Michael R
author_facet Koy, Maximilian
Altmann, Hagen J
Autenrieth, Benjamin
Frey, Wolfgang
Buchmeiser, Michael R
author_sort Koy, Maximilian
collection PubMed
description The novel dicationic metathesis catalyst [(RuCl(2)(H(2)ITapMe(2))(=CH–2-(2-PrO)-C(6)H(4)))(2+) (OTf(−))(2)] (Ru-2, H(2)ITapMe(2) = 1,3-bis(2’,6’-dimethyl-4’-trimethylammoniumphenyl)-4,5-dihydroimidazol-2-ylidene, OTf(−) = CF(3)SO(3)(−)) based on a dicationic N-heterocyclic carbene (NHC) ligand was prepared. The reactivity was tested in ring opening metathesis polymerization (ROMP) under biphasic conditions using a nonpolar organic solvent (toluene) and the ionic liquid (IL) 1-butyl-2,3-dimethylimidazolium tetrafluoroborate [BDMIM(+)][BF(4)(−)]. The structure of Ru-2 was confirmed by single crystal X-ray analysis.
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spelling pubmed-46608832015-12-09 Grubbs–Hoveyda type catalysts bearing a dicationic N-heterocyclic carbene for biphasic olefin metathesis reactions in ionic liquids Koy, Maximilian Altmann, Hagen J Autenrieth, Benjamin Frey, Wolfgang Buchmeiser, Michael R Beilstein J Org Chem Full Research Paper The novel dicationic metathesis catalyst [(RuCl(2)(H(2)ITapMe(2))(=CH–2-(2-PrO)-C(6)H(4)))(2+) (OTf(−))(2)] (Ru-2, H(2)ITapMe(2) = 1,3-bis(2’,6’-dimethyl-4’-trimethylammoniumphenyl)-4,5-dihydroimidazol-2-ylidene, OTf(−) = CF(3)SO(3)(−)) based on a dicationic N-heterocyclic carbene (NHC) ligand was prepared. The reactivity was tested in ring opening metathesis polymerization (ROMP) under biphasic conditions using a nonpolar organic solvent (toluene) and the ionic liquid (IL) 1-butyl-2,3-dimethylimidazolium tetrafluoroborate [BDMIM(+)][BF(4)(−)]. The structure of Ru-2 was confirmed by single crystal X-ray analysis. Beilstein-Institut 2015-09-15 /pmc/articles/PMC4660883/ /pubmed/26664582 http://dx.doi.org/10.3762/bjoc.11.178 Text en Copyright © 2015, Koy et al. https://creativecommons.org/licenses/by/2.0https://www.beilstein-journals.org/bjoc/termsThis is an Open Access article under the terms of the Creative Commons Attribution License (https://creativecommons.org/licenses/by/2.0), which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. The license is subject to the Beilstein Journal of Organic Chemistry terms and conditions: (https://www.beilstein-journals.org/bjoc/terms)
spellingShingle Full Research Paper
Koy, Maximilian
Altmann, Hagen J
Autenrieth, Benjamin
Frey, Wolfgang
Buchmeiser, Michael R
Grubbs–Hoveyda type catalysts bearing a dicationic N-heterocyclic carbene for biphasic olefin metathesis reactions in ionic liquids
title Grubbs–Hoveyda type catalysts bearing a dicationic N-heterocyclic carbene for biphasic olefin metathesis reactions in ionic liquids
title_full Grubbs–Hoveyda type catalysts bearing a dicationic N-heterocyclic carbene for biphasic olefin metathesis reactions in ionic liquids
title_fullStr Grubbs–Hoveyda type catalysts bearing a dicationic N-heterocyclic carbene for biphasic olefin metathesis reactions in ionic liquids
title_full_unstemmed Grubbs–Hoveyda type catalysts bearing a dicationic N-heterocyclic carbene for biphasic olefin metathesis reactions in ionic liquids
title_short Grubbs–Hoveyda type catalysts bearing a dicationic N-heterocyclic carbene for biphasic olefin metathesis reactions in ionic liquids
title_sort grubbs–hoveyda type catalysts bearing a dicationic n-heterocyclic carbene for biphasic olefin metathesis reactions in ionic liquids
topic Full Research Paper
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4660883/
https://www.ncbi.nlm.nih.gov/pubmed/26664582
http://dx.doi.org/10.3762/bjoc.11.178
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