Polarimetry as a tool for the study of solutions of chiral solutes

Chemphyschem : a European Journal of Chemical Physics and Physical Chemistry
Anna V OrlovaLeonid O Kononov

Abstract

Optical rotation of aqueous solutions of D-levoglucosan was studied experimentally in the 0.03-4.0 mol L(-1) concentration range and a nonlinear concentration dependence of specific optical rotation (SR) was revealed. Discontinuities observed in the concentration plot of SR (at 0.1, 0.3, 0.5, 1.0, and 2.0 mol L(-1)) are well correlated with those found by static and dynamic light scattering and identify concentration ranges in which different solution domains (supramers) may exist. The average SR experimental value for a D-levoglucosan aqueous solution ([α]D(28) -58.5±8.7 deg dm(-1) cm(-3) g(-1)) was found to be in good agreement with values obtained by theoretical calculation (TD-DFT/GIAO) of SR for 15 different conformers revealed by conformational sampling at the PCM/B3LYP/6-311++G(2d,2p)//B3LYP/6-31+G(d,p) level, which were shown to be strongly affected by the solvation microenvironment (0, 1, 2, and 3 explicit solvent molecules considered) due to local geometrical changes induced in the solute molecule. This exceptionally high sensitivity of SR makes polarimetry a unique method capable of sensing changes in the structure of supramers detected in this study.

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Citations

May 24, 2014·Physical Chemistry Chemical Physics : PCCP·Bruno A França, Clarissa O da Silva
Jul 4, 2015·Chemistry : a European Journal·Małgorzata PetrykMarcin Kwit
Jan 30, 2015·The Journal of Physical Chemistry. a·Miqueias M PeixotoClarissa O da Silva
Apr 11, 2020·Beilstein Journal of Nanotechnology·Gennady L BuryginLev A Dykman

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