Atomic contributions to the optical rotation angle as a quantitative probe of molecular chirality

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Abstract

Chiral molecules are characterized by a specific rotation angle, the angle through which plane-polarized light is rotated on passing through an enantiomerically enriched solution. Recent developments in methodology allow computation of both the sign and the magnitude of these rotation angles. However, a general strategy for assigning the individual contributions that atoms and functional groups make to the optical rotation angle and, more generally, to the molecular chirality has remained elusive. Here, a method to determine the atomic contributions to the optical rotation angle is reported. This approach links chemical structure with optical rotation angle and provides a quantitative measure of molecular asymmetry propagation from a center, axis, or plane of chirality.

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Kondru, R. K., Wipf, P., & Beratan, D. N. (1998). Atomic contributions to the optical rotation angle as a quantitative probe of molecular chirality. Science, 282(5397), 2247–2250. https://doi.org/10.1126/science.282.5397.2247

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