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Pérez-Estrada S, Rodríguez-Molina B, Xiao L, et al. Thermodynamic evaluation of aromatic CH/π interactions and rotational entropy in a molecular rotor. J Am Chem Soc. 2015;137(6):2175-8doi: 10.1021/ja512053t.
Pérez-Estrada, S., Rodríguez-Molina, B., Xiao, L., Santillan, R., Jiménez-Osés, G., Houk, K. N., & Garcia-Garibay, M. A. (2015). Thermodynamic evaluation of aromatic CH/π interactions and rotational entropy in a molecular rotor. Journal of the American Chemical Society, 137(6), 2175-8. https://doi.org/10.1021/ja512053t
Pérez-Estrada, Salvador, et al. "Thermodynamic evaluation of aromatic CH/π interactions and rotational entropy in a molecular rotor." Journal of the American Chemical Society vol. 137,6 (2015): 2175-8. doi: https://doi.org/10.1021/ja512053t
Pérez-Estrada S, Rodríguez-Molina B, Xiao L, Santillan R, Jiménez-Osés G, Houk KN, Garcia-Garibay MA. Thermodynamic evaluation of aromatic CH/π interactions and rotational entropy in a molecular rotor. J Am Chem Soc. 2015 Feb 18;137(6):2175-8. doi: 10.1021/ja512053t. Epub 2015 Feb 04. PMID: 25635355.
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J Am Chem Soc. 2015 Feb 18;137(6):2175-8. doi: 10.1021/ja512053t. Epub 2015 Feb 04.

Thermodynamic evaluation of aromatic CH/π interactions and rotational entropy in a molecular rotor.

Journal of the American Chemical Society

Salvador Pérez-Estrada, Braulio Rodríguez-Molina, Leilei Xiao, Rosa Santillan, Gonzalo Jiménez-Osés, K N Houk, Miguel A Garcia-Garibay

Affiliations

  1. Department of Chemistry and Biochemistry, University of California , Los Angeles, California 90095-1569, United States.

PMID: 25635355 DOI: 10.1021/ja512053t

Abstract

A molecular rotor built with a stator formed by two rigid 9β-mestranol units having a 90° bent angle linked to a central phenylene rotator has an ideal structure to examine aromatic CH/π interactions. Energies and populations of the multiple solution conformations from quantum-mechanical calculations and molecular dynamics simulations were combined with variable-temperature (VT) (1)H NMR data to establish the enthalpy of this interaction and the entropy associated with rotation about a single bond. Rotational dynamics in the solid state were determined via VT cross-polarization magic-angle spinning (13)C NMR spectroscopy.

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