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Synthesis and Characterization of Imidazolium Salts Bearing Fluorinated Anions
Authors:Hamisu Ibrahim  Neil Anthony Koorbanally  Deresh Ramjugernath  Dr Muhammad Dabai Bala  Vincent Onserio Nyamori
Institution:1. School of Chemistry & Physics, University of KwaZulu‐Natal, Westville Campus, Private Bag X54001, Durban 4000, South Africa;2. Department of Chemistry, Ahmadu Bello University, Zaria, Nigeria;3. School of Chemical Engineering, University of KwaZulu‐Natal, Howard College Campus, Durban, South Africa
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+ 2A] 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.
Keywords:Fluorinated anions  Imidazolium ionic salts  X‐ray diffraction  1  4‐Phenylenedimethylene
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