Effect of intramolecular dispersion interactions on the conformational preferences of monoterpenoids

Loru, Donatella

Permalink

https://hdl.handle.net/2142/96920 Copy

Description

Title

Effect of intramolecular dispersion interactions on the conformational preferences of monoterpenoids

Author(s)

Loru, Donatella

Contributor(s)

• Sanz, M. Eugenia
• Tang, Jackson
• Santos, Andreia
• Vigorito, Annalisa

Issue Date

2017-06-21

Keyword(s)

• Conformers
• Isomers
• Chirality
• Stereochemistry

Date of Ingest

• 2017-07-27T20:15:15Z
• 2018-01-29T23:03:38Z

Abstract

The rotational spectra of several monoterpenoids have been reinvestigated with a 2-8 GHz chirped pulse FTMW spectrometer. Axial conformers, in addition to previously reported equatorial conformersfootnote{J. R. Avilés Moreno, F. Partal Ureña, J. J. López González and T. R. Huet, Chem. Phys. Lett., 2009, 473, 17–20.}$^,$footnote{J. R. Avilés Moreno, T. R. Huet and J. J. López González, Struct. Chem., 2013, 24, 1163–1170.}, have been detected for carvone, perillaldehyde, and limonene. Observation of the $^{13}$C isotopologues of these monoterpenoids in their natural abundances allowed the determination of r$_s$ and r$_0$ structures. Axial conformers are stabilised by dispersion interactions between the six-membered ring of the monoterpenoids and the isopropenyl group. Comparison of experimental data with ab initio and density functional calculations shows that an accurate description of dispersion interactions is still a challenge for theoretical methods. _x000d_

Publisher

International Symposium on Molecular Spectroscopy

Type of Resource

text

Genre of Resource

Conference Paper / Presentation

Language

eng

Permalink

http://hdl.handle.net/2142/96920

DOI

https://doi.org/10.15278/isms.2017.WC03

Copyright and License Information

Copyright 2017 Donatella Loru

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