Original scientific paper

https://doi.org/10.5562/cca1826

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

Nikola Biliškov ; Ruđer Bošković Institute, Bijenička 54, 10000 Zagreb, Croatia
Jurica Novak ; Ruđer Bošković Institute, Bijenička 54, 10000 Zagreb, Croatia
Milena Petković ; Faculty of Physical Chemistry, University of Belgrade, Studentski trg, 12–16, 11000 Belgrade, Serbia
Goran Zgrablić ; Sincrotrone Trieste, S.S. 14 km 163.5 in Area Science Park, 34012 Basovizza Trieste, Italy
Goran Baranović ; Ruđer Bošković Institute, Bijenička 54, 10000 Zagreb, Croatia
Nađa Došlić ; Ruđer Bošković Institute, Bijenička 54, 10000 Zagreb, Croatia

Abstract

The vibrational spectra of the protonated Schiff base of n-butylretinal (nSBR+) in dichloromethane
are studied. The trifluoroacetic acid (TFA) is used for the protonation of the Schiff base of nbutylretinal
(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+ and the TFA counterion are formed.
The study suggests that the interaction between nSBR+ and the TFA counterion may be responsible for the
observed lost of photoselectivity in the trans-cis isomerization of the nSBR+ in solution. (doi: 10.5562/cca1826)

Keywords

n-butylretinal; trifluoroacetic acid; infrared spectroscopy; hydrogen bonding; DFT; anharmonic frequency

Hrčak ID:

71985

URI

https://hrcak.srce.hr/71985

Publication date:

3.10.2011.

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