Intermolecular Association of Tetrahydrofuran-2-carboxylic Acid in Solution: A Vibrational Circular Dichroism Study
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- 作者：Tom Kuppens ; Wouter Herrebout ; Benjamin van der Veken ; Patrick Bultinck
- 刊名：Journal of Physical Chemistry A
- 出版年：2006
- 出版时间：August 31, 2006
- 年：2006
- 卷：110
- 期：34
- 页码：10191 - 10200
- 全文大小：358K
- 年卷期：v.110,no.34(August 31, 2006)
- ISSN：1520-5215
文摘
Carboxylic acids are known for their strong intermolecular associations. With chiral carboxylic acids, thisbehavior can be studied using vibrational circular dichroism (VCD). Tetrahydrofuran-2-carboxylic acid 1, achiral building block for 
-lactam antibiotics, is studied by emphasizing the effect of the dimerization.Experimental results indicate that for solutions of 1 in CDCl3 and CS2, a complex equilibrium exists betweenthe monomers and dimers. B3LYP/aug-cc-pVTZ calculations are performed on both monomer and dimerstructures. To simulate IR and VCD spectra, populations for monomer and dimers were approximated usinga semiquantitative model. A good agreement between experimental and simulated spectra is obtained bytaking into account both the monomeric and the dimeric structures, weighted using the experimentallydetermined populations.
-lactam antibiotics, is studied by emphasizing the effect of the dimerization.Experimental results indicate that for solutions of 1 in CDCl3 and CS2, a complex equilibrium exists betweenthe monomers and dimers. B3LYP/aug-cc-pVTZ calculations are performed on both monomer and dimerstructures. To simulate IR and VCD spectra, populations for monomer and dimers were approximated usinga semiquantitative model. A good agreement between experimental and simulated spectra is obtained bytaking into account both the monomeric and the dimeric structures, weighted using the experimentallydetermined populations.