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The Raman optical activity of pinane as compared with (-)α- and (-)β-pinene: The perspective of intramolecular enantiomerism

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Abstract The Raman and Raman optical activity (ROA) spectra of chiral pinane were analyzed by a bond polarizability algorithm. By the differential bond polarizability, the chirality of pinane is compared… Click to show full abstract

Abstract The Raman and Raman optical activity (ROA) spectra of chiral pinane were analyzed by a bond polarizability algorithm. By the differential bond polarizability, the chirality of pinane is compared with our previous results of (-)α- and (-)β-pinene to show the intramolecular enantiomerism. The intramolecular enantiomerism implies the existence of an approximate mirror symmetry. This symmetry is most destroyed by the on-ring C C double in (-)α-pinene. This leads to the decrease of ROA from (-)α-pinene, (-)β-pinene to pinane. Variation of differential bond polarizabilities also follows this trend. This comparison demonstrates the chiral behavior and the roles of the asymmetric centers of (-)α-, (-)β-pinene and pinane from a spectroscopic viewpoint.

Keywords: pinane compared; pinane; intramolecular enantiomerism; optical activity; raman optical

Journal Title: Vibrational Spectroscopy
Year Published: 2020

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