Article ID Journal Published Year Pages File Type
1405521 Journal of Molecular Structure 2012 6 Pages PDF
Abstract

New vinylimidazolium salts, [9,10-bis{(N-vinylimidazolium)methyl}anthracene] bistetrafluoroborate (2) and [9,10-bis{(N-vinylimidazolium)methyl}anthracene] bishexafluorophosphate (3) have been prepared by the N alkylation of 9,10-bis(chloromethyl)anthracene with 1-vinylimidazole in 1,4-dioxane at 70 °C followed by the anion exchange reaction between [9,10-bis{(N-vinylimidazolium)methyl}anthracene] dichloride (1) and ammonium salt of tetrafluoroborate (for 2) or hexafluorophosphate (for 3). The interaction of tribromide anion with 1–3 has been studied with the help of 1H NMR and fluorescence spectra. Notably, the tribromide anion exhibits very strong fluorescent quenching effects towards 2 than 1 and 3. Similarly, 2 shows very strong fluorescent quenching effect in the presence of tribromide anion compare to bromide anion. Moreover the proton of imidazolium cation, NCHN in 2 undergoes considerable downfield shift in the presence of tribromide anion, while the vinyl group depicts strong upfield shift due to the possible interaction of tribromide with vinylimidazolium unit.

► Synthesis of new vinylimidazolium salts. ► Multinuclear NMR and fluorescence studies of new vinylimidazolium salts. ► Interaction of anions with imidazolium salts.

Related Topics
Physical Sciences and Engineering Chemistry Organic Chemistry
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