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Anion influences on reactivity and NMR spectroscopic features of NHC precursors
A series of 16 benzimidazolium salts of the type (i)Pr(2)-bimyH(+)X(−) with various anions X were synthesized and characterized by various spectroscopic and spectrometric methods. Significant anion and solvent effects on the chemical shifts of the C2–H protons were found, which allows for a ranking...
Autores principales: | , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
The Royal Society of Chemistry
2018
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9087444/ https://www.ncbi.nlm.nih.gov/pubmed/35547036 http://dx.doi.org/10.1039/c8ra05839c |
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author | Huynh, Han Vinh Lam, Truc Tien Luong, Huyen T. T. |
author_facet | Huynh, Han Vinh Lam, Truc Tien Luong, Huyen T. T. |
author_sort | Huynh, Han Vinh |
collection | PubMed |
description | A series of 16 benzimidazolium salts of the type (i)Pr(2)-bimyH(+)X(−) with various anions X were synthesized and characterized by various spectroscopic and spectrometric methods. Significant anion and solvent effects on the chemical shifts of the C2–H protons were found, which allows for a ranking of the anions in terms of their hydrogen-bond acceptor properties. Stronger acceptors could increase the acidity of their respective salts leading to a faster H/D exchange. Similar but less pronounced anion influences were detected for the (13)C(C2) NMR resonances, while (1)J(C2–H) coupling constants appear to be anion and solvent independent. |
format | Online Article Text |
id | pubmed-9087444 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2018 |
publisher | The Royal Society of Chemistry |
record_format | MEDLINE/PubMed |
spelling | pubmed-90874442022-05-10 Anion influences on reactivity and NMR spectroscopic features of NHC precursors Huynh, Han Vinh Lam, Truc Tien Luong, Huyen T. T. RSC Adv Chemistry A series of 16 benzimidazolium salts of the type (i)Pr(2)-bimyH(+)X(−) with various anions X were synthesized and characterized by various spectroscopic and spectrometric methods. Significant anion and solvent effects on the chemical shifts of the C2–H protons were found, which allows for a ranking of the anions in terms of their hydrogen-bond acceptor properties. Stronger acceptors could increase the acidity of their respective salts leading to a faster H/D exchange. Similar but less pronounced anion influences were detected for the (13)C(C2) NMR resonances, while (1)J(C2–H) coupling constants appear to be anion and solvent independent. The Royal Society of Chemistry 2018-10-12 /pmc/articles/PMC9087444/ /pubmed/35547036 http://dx.doi.org/10.1039/c8ra05839c Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by-nc/3.0/ |
spellingShingle | Chemistry Huynh, Han Vinh Lam, Truc Tien Luong, Huyen T. T. Anion influences on reactivity and NMR spectroscopic features of NHC precursors |
title | Anion influences on reactivity and NMR spectroscopic features of NHC precursors |
title_full | Anion influences on reactivity and NMR spectroscopic features of NHC precursors |
title_fullStr | Anion influences on reactivity and NMR spectroscopic features of NHC precursors |
title_full_unstemmed | Anion influences on reactivity and NMR spectroscopic features of NHC precursors |
title_short | Anion influences on reactivity and NMR spectroscopic features of NHC precursors |
title_sort | anion influences on reactivity and nmr spectroscopic features of nhc precursors |
topic | Chemistry |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9087444/ https://www.ncbi.nlm.nih.gov/pubmed/35547036 http://dx.doi.org/10.1039/c8ra05839c |
work_keys_str_mv | AT huynhhanvinh anioninfluencesonreactivityandnmrspectroscopicfeaturesofnhcprecursors AT lamtructien anioninfluencesonreactivityandnmrspectroscopicfeaturesofnhcprecursors AT luonghuyentt anioninfluencesonreactivityandnmrspectroscopicfeaturesofnhcprecursors |