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]D28 −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.

Cite: Orlova A.V. , Andrade R.R. , da Silva C.O. , Zinin A.I. , Kononov L.O.
Polarimetry as a Tool for the Study of Solutions of Chiral Solutes
ChemPhysChem. 2014. V.15. N1. P.195-207. DOI: 10.1002/cphc.201300894 WOS Scopus OpenAlex

Identifiers:

Web of science:	WOS:000329510500006
Scopus:	2-s2.0-84962345559
OpenAlex:	W2159696329

Citing:

DB	Citing
OpenAlex	34
Scopus	33
Web of science	31

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