Article details

Journal
Biotechnology and Food Science
Volume 82 Number 1
Year
2018
Title
The DFT study on the electronic structure of boronic acid derivatives and its esters with fructose
Authors

Katarzyna Kur*, Agnieszka Kowalska-Baron, Ewa Miller
Institute of General Food Chemistry, Lodz University of Technology, 90-924 Lodz, ul. Stefanowskiego 4/10, Poland
* 139502@edu.p.lodz.pl


Pages: 29-39
Abstract

Theoretical investigations are carried out to examine the geometrical structure and parameters of electron transitions to the lowest excited states of two boronic acid derivatives: replica iwc watches 3-aminophenylboronic acid and 3-(acetamidomethyl)phenyl boronic acid and its cycling esters with fructose, using the DFT based 6-31 G(d,p) method. The most stable ester isomer of each acid has been selected. Predicted excitation wavelength are shorter (less than 0.5 eV) than experimental ones, what is in a good agreement considering limitations of the DFT method. In case of almost every calculated molecule the analysis of electronic transitions shows that transition S0→S1 involves electron transfer mainly from the HOMO to LUMO
orbital.

Keywords
boronic acid derivatives, TD-DFT method, boronic esters with fructose
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