Vibrational circular dichroism spectra of methyl glycidate in chloroform and water: Application of the clusters-in-a-liquid model

Xu, Yunjie

Permalink

https://hdl.handle.net/2142/97116 Copy

Description

Title

Vibrational circular dichroism spectra of methyl glycidate in chloroform and water: Application of the clusters-in-a-liquid model

Author(s)

Xu, Yunjie

Contributor(s)

• Merten, Christian
• Thomas, Javix
• Perera, Angelo Shehan

Issue Date

2017-06-21

Keyword(s)

Chirality-sensitive spectroscopy

Abstract

Infrared and vibrational circular dichroism (VCD) spectra of methyl glycidate, a chiral epoxy ester, were measured in CCl$_{4}$ and water in the 1000 cm$^{-1}$ – 1800 cm$^{-1}$ region. The experimental VCD spectra of methyl glycidate in water and in CCl$_{4}$ show noticeable differences. In particular, there are strong VCD signatures at the water bending mode region, which can be attributed to chirality transfer from chiral methyl glycidate to water through hydrogen-bonding interactions. We applied the clusters-in-a-liquid model$^{1}$ where both implicit and explicit solute-solvent interactions are considered to simulate the experimental infrared and VCD features of methyl glycidate in CCl$_{4}$ and water. All final geometry optimizations, frequency calculations, infrared and VCD intensity calculations were performed at the B3LYP-D3BJ/6-311++G(2d,p) level of theory where D3BJ is Grimme’s empirical dispersion correction with damping factor.$^{2}$ We emphasize the link between the small methyl glycidate hydrates and the main long-lived species which exist in aqueous solution. _x000d_ _x000d_ 1 A. S. Perera, J. Thomas, M. R. Poopari, Y. Xu, Front. Chem. 2016, 4, 1-17. _x000d_ 2 S. Grimme, S. Ehrlich, L. Goerigk, J. Comp. Chem. 2011, 32, 1456-1465._x000d_

Publisher

International Symposium on Molecular Spectroscopy

Type of Resource

text

Language

eng

Permalink

http://hdl.handle.net/2142/97116

DOI

https://doi.org/10.15278/isms.2017.WG04

Copyright and License Information

Copyright 2017 Yunjie Xu

Owning Collections