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| Publications [#232024] of David N. Beratan
Journal Articles
- Goldsmith, M-R; Jayasuriya, N; Beratan, DN; Wipf, P, Optical rotation of noncovalent aggregates.,
Journal of the American Chemical Society, vol. 125 no. 51
(December, 2003),
pp. 15696-15697, ISSN 0002-7863 [14677931], [doi]
(last updated on 2026/01/14)
Abstract:
Dilute solutions of (R)-(-)-pantolactone in CCl4 were studied by polarimetry in conjunction with theoretical calculations of [alpha]D. Our data demonstrate that the self-association of a chiral solute results in a change in [alpha]D that can be accounted for by the presence of hydrogen-bonded dimeric species. The theoretical analysis predicts a concentration-dependent specific rotation in good agreement with experiment. Further exploration of monomer and dimer [alpha]D differences, through atomic map analysis, reveals large contributions to [alpha]D from the hydrogen-bonded hydroxyl groups in the tightly-coupled dimer. This study extends the computation of chiroptical properties to the accurate concentration-dependent prediction of [alpha]D for noncovalently interacting self-associating species.
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