Localization of the Counterion of the Protonated Schiff Base of n-butylretinal in Solution

The vibrational spectra of the protonated Schiff base of n-butylretinal (nSBR^sup +^) in dichloromethane are studied. The trifluoroacetic acid (TFA) is used for the protonation of the Schiff base of n-butylretinal (nSBR). Combining the two-dimensional correlation analysis of the experimental infrare...

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Published inCroatica Chemica Acta Vol. 84; no. 2; pp. 221 - 231
Main Authors Biliškov, Nikola, Novak, Jurica, Petković, Milena, Zgrablić, Goran, Baranović, Goran, Došlić, Nađa
Format Journal Article Paper
LanguageEnglish
Published Zagreb Croatica Chemica Acta, Croatian Chemical Society 03.10.2011
Hrvatsko kemijsko društvo
Subjects
anharmonic frequency
DFT
hydrogen bonding
Hydrogen bonds
infrared spectroscopy
Methane
n-butylretinal
Spectrum analysis
trifluoroacetic acid
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Summary:The vibrational spectra of the protonated Schiff base of n-butylretinal (nSBR^sup +^) in dichloromethane are studied. The trifluoroacetic acid (TFA) is used for the protonation of the Schiff base of n-butylretinal (nSBR). Combining the two-dimensional correlation analysis of the experimental infrared spectra with anharmonic frequency calculations it is shown that two types of ionic aggregates between nSBR^sup +^ and the TFA counterion are formed. The study suggests that the interaction between nSBR^sup +^ and the TFA counterion may be responsible for the observed lost of photoselectivity in the trans-cis isomerization of the nSBR^sup +^ in solution. [PUBLICATION ABSTRACT]
Bibliography:71985
ISSN:0011-1643
1334-417X
DOI:10.5562/cca1826