The influence of substituent field and resonance effects on the ease of N-heterocyclic carbene formation from imidazolium rings

Using a set of twelve selected substituents, the influence of substituent properties on the ease of deprotonation of imidazolium cations and mesoionic imidazolium-4-olates measured by the CREF index has been investigated. Significant correlations between CREF values and the Swain and Lupton field (F...

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Autores principales: Oziminski, Wojciech P., Ramsden, Christopher A.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2018
Materias:
Chemistry
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9079947/
https://www.ncbi.nlm.nih.gov/pubmed/35541359
http://dx.doi.org/10.1039/c8ra02526f
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author Oziminski, Wojciech P.
Ramsden, Christopher A.
author_facet Oziminski, Wojciech P.
Ramsden, Christopher A.
author_sort Oziminski, Wojciech P.
collection PubMed
description Using a set of twelve selected substituents, the influence of substituent properties on the ease of deprotonation of imidazolium cations and mesoionic imidazolium-4-olates measured by the CREF index has been investigated. Significant correlations between CREF values and the Swain and Lupton field (F) and resonance (R) substituent constants have been found. In all cases the field effect has the greatest influence but resonance effects are also significant.
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spelling pubmed-90799472022-05-09 The influence of substituent field and resonance effects on the ease of N-heterocyclic carbene formation from imidazolium rings Oziminski, Wojciech P. Ramsden, Christopher A. RSC Adv Chemistry Using a set of twelve selected substituents, the influence of substituent properties on the ease of deprotonation of imidazolium cations and mesoionic imidazolium-4-olates measured by the CREF index has been investigated. Significant correlations between CREF values and the Swain and Lupton field (F) and resonance (R) substituent constants have been found. In all cases the field effect has the greatest influence but resonance effects are also significant. The Royal Society of Chemistry 2018-04-18 /pmc/articles/PMC9079947/ /pubmed/35541359 http://dx.doi.org/10.1039/c8ra02526f Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by-nc/3.0/
spellingShingle Chemistry
Oziminski, Wojciech P.
Ramsden, Christopher A.
The influence of substituent field and resonance effects on the ease of N-heterocyclic carbene formation from imidazolium rings
title The influence of substituent field and resonance effects on the ease of N-heterocyclic carbene formation from imidazolium rings
title_full The influence of substituent field and resonance effects on the ease of N-heterocyclic carbene formation from imidazolium rings
title_fullStr The influence of substituent field and resonance effects on the ease of N-heterocyclic carbene formation from imidazolium rings
title_full_unstemmed The influence of substituent field and resonance effects on the ease of N-heterocyclic carbene formation from imidazolium rings
title_short The influence of substituent field and resonance effects on the ease of N-heterocyclic carbene formation from imidazolium rings
title_sort influence of substituent field and resonance effects on the ease of n-heterocyclic carbene formation from imidazolium rings
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9079947/
https://www.ncbi.nlm.nih.gov/pubmed/35541359
http://dx.doi.org/10.1039/c8ra02526f
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