University of Illinois Urbana-Champaign

Solvent, temperature and concentration effects on the optical activity of chiral five-and-six membered ring ketones conformers

Al-Basheer, Watheq

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2274.pdf
834558.pptx

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https://hdl.handle.net/2142/96934

Description

Title
Solvent, temperature and concentration effects on the optical activity of chiral five-and-six membered ring ketones conformers
Author(s)
Al-Basheer, Watheq
Issue Date
2017-06-21
Keyword(s)
Chirality-sensitive spectroscopy
Date of Ingest
  • 2017-07-27T20:15:18Z
  • 2018-01-29T23:03:43Z
Abstract
Chiral five-and-six membered ring ketones are important molecules that are found in many biological systems and can exist in many possible conformers. In this talk, experimental and computational investigation of solvent, temperature and concentration effects on the circular dichroism (CD) and optical rotation (OR) of (R)-3 -methylcyclohexanone (R3MCH), (R)-3-methylcyclopentanone (R3MCP) and carvone conformers will be discussed. CD and OR measurements of these ketones gaseous samples and in ten common solvents of wide polarity range for different concentrations and sample temperatures were recorded and related to molecular conformation. Density functional theoretical calculations were performed using Gaussian09 at B3LYP functions with aug-cc-pVDZ level of theory. Also, CD and OR spectra for the optimized geometries of the ketones dominant conformers were computed over the ultraviolet and visible region in the gas phase as well as in ten solvents of varying polarity range, and under the umbrella of the polarizable continuum model (PCM). By comparing theoretical and experimental results, few thermodynamic parameters were deduced for the individual equatorial and axial conformers of each molecule in gas phase and in solvation.
Publisher
International Symposium on Molecular Spectroscopy
Type of Resource
text
Genre of Resource
Conference Paper / Presentation
Language
eng
Permalink
http://hdl.handle.net/2142/96934
DOI
https://doi.org/10.15278/isms.2017.WG05
Copyright and License Information
Copyright 2017 Watheq Al-Basheer

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Abstracts & Presentations - 2017 International Symposium on Molecular Spectroscopy PRIMARY