The nature of cation-pi binding: interactions between tetramethylammonium ion and benzene in aqueous solution

J. Gao, L. W. Chou, A. Auerbach

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Abstract

A combined quantum mechanical and molecular mechanical Monte Carlo simulation method was used to determine the free energy of binding between tetramethylammonium ion (TMA+) and benzene in water. The computed free energy as a function of distance (the potential of mean force) has two minima that represent contact and solvent-separated complexes. These species are separated by a broad barrier of about 3 kJ/mol. The results are in good accord with experimental data and suggest that TMA+ binds to benzene more favorably than to chloride ion, with an association constant of about 0.8 M-1.

Original languageEnglish (US)
Pages (from-to)43-47
Number of pages5
JournalBiophysical journal
Volume65
Issue number1
DOIs
StatePublished - 1993

Bibliographical note

Funding Information:
The National Institutes of Health (to J. Gao) and the National Science Foundation (to A. Auerbach) provided support for this research. The calculations were done on IBM RS/6000 computers at the State University of New York at Buffalo.

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