Journal of the American Chemical Society
Journal of the American Chemical Society
5 years ago

Measurement of Solvent OH−π Interactions Using a Molecular Balance

Measurement of Solvent OH−π Interactions Using a Molecular Balance
Josef M. Maier, Christopher J. Yehl, Sharon M. S. Strickland, Ken D. Shimizu, Erik C. Vik, Ping Li
A molecular torsion balance was designed to study and measure OH−π interactions between protic solvents and aromatic surfaces. These specific solvent–solute interactions were measured via their influence on the folded–unfolded equilibrium of an N-arylimide rotor. Protic solvents displayed systematically weaker solvophobic interactions than aprotic solvents with similar solvent cohesion parameters. This was attributed to the formation of OH−π interactions between the protic solvents and the exposed aromatic surfaces in the unfolded conformer that offset the stronger solvophobic effects for protic solvents.

Publisher URL: http://dx.doi.org/10.1021/jacs.7b02349

DOI: 10.1021/jacs.7b02349

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