Synthesis and characterization of imidazolium salts bearing fluorinated anions

H Ibrahim, NA Koorbanally… - Zeitschrift für …, 2012 - Wiley Online Library
Zeitschrift für anorganische und allgemeine Chemie, 2012Wiley Online Library
The reaction of 1‐methylimidazole and α, α‐dibromo‐p‐xylene was followed by a
metathesis reaction with fluorinated anion sources, which yielded new fluorinated
imidazolium salts [C6H4 (CH2 (C4H6N2) 2] 2+ 2 [A]–where A= BF4 (2), PF6 (3), CF3SO3
(4), and CF3COO (5). The compounds were characterized by 1H‐, 13C‐, 19F‐, 31P NMR,
and IR spectroscopy. Single crystal X‐ray diffraction data of compounds 2, 3, and 4 were
also reported, whereas compound 5 was found to be a liquid. The solid compounds …
Abstract
The reaction of 1‐methylimidazole and α,α‐dibromo‐p‐xylene was followed by a metathesis reaction with fluorinated anion sources, which yielded new fluorinated imidazolium salts [C6H4(CH2(C4H6N2)2]2+ 2[A] where A = BF4 (2), PF6 (3), CF3SO3 (4), and CF3COO (5). The compounds were characterized by 1H‐, 13C‐, 19F‐, 31P NMR, and IR spectroscopy. Single crystal X‐ray diffraction data of compounds 2, 3, and 4 were also reported, whereas compound 5 was found to be a liquid. The solid compounds crystallized in the monoclinic P21/c space group and have similar crystallographic parameters. The study revealed that the different fluorinated anions affected the spatial arrangement of atoms and the extent of cation–anion interactions, hence, influenced the stability and coordination properties of the imidazolium salts. A trend was observed which related the strength of cation–anion interaction to physical properties such as melting point.
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