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Intramolecular enantiomerism as revealed from Raman optical activity spectrum
Authors:Juanzi Shi  HongXia Shen  Lisheng Zhang  Peijie Wang  Yan Fang  Guozhen Wu
Abstract:An algorithm is employed to retrieve the differential bond polarizabilities (DBP) of the C‐C bonds from the Raman optical activity spectrum of (‐)β‐pinene. (‐)β‐pinene possesses two stereo centers (chiral centers) and a local mirror reflection that interchanges the S type part and R type part in one molecular. It is demonstrated that this local mirror reflection could induce an approximate (or symmetry breaking) mirror reflection that reverses the signs of the DBP of the pair bond coordinates that are related to each other by the mirror reflection.This can be called intramolecular enantiomerism (IE). More cases of IE are discussed by the analysis of (‐)α‐pinene, (R)‐(+)‐4‐isopropyl‐1‐methylcyclohexene and (R)‐(+)‐3‐methylcyclohexanone together with previously studied limonene case. Copyright © 2015 John Wiley & Sons, Ltd.
Keywords:Raman optical activity (ROA)  (‐)β  ‐pinene  differential bond polarizability(DBP)  intramolecular enantiomerism(IE)
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