Secondary solvent effects on the CD bands of thioamides

The CD spectra of simple thiolactams with fixed geometry, ( R)-3-methyl- and ( R)-5-methyl-2-pyrrolidinethione, reveal a pronounced solvent dependence. The changes in the spectral position of the n→π* CD band have been shown to arise from dimerization of the solute or from H-bond donor or acceptor i...

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Bibliographic Details
Published in:Spectrochimica acta. Part A: Molecular spectroscopy 1992, Vol.48 (1), p.87-93
Main Authors: Kajtár, M., Kajtár, J., Majer, Zs, Zewdu, M., Hollósi, M.
Format: Article
Language:English
Subjects:
Atomic and molecular physics
Exact sciences and technology
Molecular properties and interactions with photons
Optical activity and dichroism
magnetooptical and electrooptical spectra
Physics
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Summary:The CD spectra of simple thiolactams with fixed geometry, ( R)-3-methyl- and ( R)-5-methyl-2-pyrrolidinethione, reveal a pronounced solvent dependence. The changes in the spectral position of the n→π* CD band have been shown to arise from dimerization of the solute or from H-bond donor or acceptor interactions of the solvent. The spectral data due to secondary solvent effects can be fitted into Taft's solvatochromic equation and are explained by stabilization or destabilization brought about by H-bonding of the HOMO and LUMO of the thioamide chromophore.
ISSN:0584-8539
DOI:10.1016/0584-8539(92)80201-7