Publication
Title
Solvent effects on the monomer/hydrogen-bonded dimer equilibrium in carboxylic acids: (+)-(S)-ketopinic acid as a case study
Author
Abstract
The hydrogen-bond-assisted self-association process of a chiral semirigid carboxylic acid, namely, (+)-(S)-ketopinic acid, has been studied. The multiconformational monomer/dimer equilibrium has been evaluated by means of a concentration-dependent FTIR study that enabled the experimental equilibrium constants of the dimer formation reaction (K-dim) to be determined in two solvents of different polarity. In CDCl3, dimeric forms predominate, even in diluted solutions (K-dim(CF) =5.074), whereas in CD3CN the self-association process is hindered and monomers are always the main species, irrespective of solute concentration (K-dim(AN) = 0.194). The reliability of the dimerization constants and the derived mono- and dimeric experimental fractions have been proven by means of accurate matching between the experimental vibrational circular dichroism spectra of the species and the theoretical spectra generated by considering the simultaneous weighted contributions of the concomitant monomers and dimers.
Language
English
Source (journal)
Chemistry: an Asian journal. - Weinheim
Publication
Weinheim : 2016
ISSN
1861-4728 [print]
1861-471X [online]
Volume/pages
11:12(2016), p. 1798-1803
ISI
000379519400009
Full text (Publisher's DOI)
Full text (publisher's version - intranet only)
UAntwerpen
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Publication type
Subject
Affiliation
Publications with a UAntwerp address
External links
Web of Science
Record
Identification
Creation 02.09.2016
Last edited 04.09.2017
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