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...

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Detalles Bibliográficos
Autores principales: Huynh, Han Vinh, Lam, Truc Tien, Luong, Huyen T. T.
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/PMC9087444/
https://www.ncbi.nlm.nih.gov/pubmed/35547036
http://dx.doi.org/10.1039/c8ra05839c
Descripción
Sumario: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.

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