Reaction of N-heterocyclic carbene (NHC) with different HF sources and ratios – A free fluoride reagent based on imidazolium fluoride

Autor: Gašper Tavčar, Blaž Alič
Rok vydání: 2016
Předmět:
Zdroj: Journal of Fluorine Chemistry. 192:141-146
ISSN: 0022-1139
DOI: 10.1016/j.jfluchem.2016.11.004
Popis: Treatment of N-heterocyclic carbene (1,3-Bis(2,6-diisopropylphenyl)-1,3-dihydro-2H-imidazol-2-ylidene; (LDipp)) with different sources of hydrofluoric acid (Et3N∙3HF, anhydrous hydrofluoric acid and KHF2) in 1:1, 1:2, 1:3 ratios affords [(LDipp)H]+[F]− (1), [(LDipp)H]+[(HF)F]− (2) and [(LDipp)H]+[(HF)2F]− (3) salts respectively. Different fluoride sources all yield the same products, but ease of manipulation and isolation can influence the choice in the future use. Compound (1), which shows characteristics of a free fluoride reagent, can be obtained with good yield and without the contaminants usually present in such compounds. All products were characterized by X-Ray crystallography, NMR spectroscopy and free fluoride (Ff−) chemical analysis.
Databáze: OpenAIRE