Media type: E-Article Title: Quantum chemical studies on the simultaneous interaction of thiophene and pyridine with ionic liquid Contributor: Anantharaj, R.; Banerjee, Tamal Published: Wiley, 2011 Published in: AIChE Journal, 57 (2011) 3, Seite 749-764 Language: English DOI: 10.1002/aic.12281 ISSN: 0001-1541; 1547-5905 Origination: Footnote: Description: <jats:title>Abstract</jats:title><jats:p>The simultaneous interaction of thiophene and pyridine with different ionic liquids:1‐butyl‐1‐methylpyrrolidinium tetrafluoroborate([BPYRO][BF<jats:sub>4</jats:sub>]),1‐butyl‐1‐methylpyrrolidinium hexafluoro‐phosphate ([BPYRO][PF<jats:sub>6</jats:sub>]), 1‐butyl‐4‐methylpyridinium tetrafluoroborate ([BPY][BF<jats:sub>4</jats:sub>]), 1‐butyl‐4‐methylpyridinium hexafluorophosphate ([BPY][PF<jats:sub>6</jats:sub>]) and 1‐benzyl‐3‐methylimidazolium tetrafluoroborate ([BeMIM][BF<jats:sub>4</jats:sub>]) were investigated using quantum chemical calculations. A three‐tier approach comprising of partial charges, interaction energies and sigma profile generation using conductor‐like screening model for real solvents (COSMO‐RS) was chosen to study the systems. A quantitative attempt based on the CH‐π interaction in ionic liquid; thiophene–pyridine complexes gave the interaction energies of ILs in the order: [BPY][BF<jats:sub>4</jats:sub>] > [BPYRO][PF<jats:sub>6</jats:sub>] > [BeMIM][BF<jats:sub>4</jats:sub>] > [BPY][PF<jats:sub>6</jats:sub>] > [BPYRO][BF<jats:sub>4</jats:sub>]. An inverse relation was observed between the activity coefficient at infinite dilution predicted via COSMO‐RS–based model and interaction energies. The dominance of CH‐π interaction was evident from the sigma profiles of ionic liquid together with thiophene and pyridine. © 2010 American Institute of Chemical Engineers AIChE J, 2011</jats:p>