Specific interactions of alcohols and non‐alcohols with a biologically active boronic acid derivative: a spectroscopic study. (2nd December 2015)

• Record Type: Journal Article
• Authors: Geethanjali, H. S.; Melavanki, R. M.; Nagaraja, D.; Patil, N. R.; Thipperudrappa, J.; Kusanur, R. A.
• Is Part Of: Luminescence. Volume 31:Number 5(2016:Sep./Oct.)
• Page Start: 1046
• Page End: 1053
• Publication Date: 2015-12-02
• Subjects: boronic acid derivative -- solvatochromic shift method -- dipole moment -- relative quantum yield; Luminescence -- Periodicals; Bioluminescence -- Periodicals; Chemiluminescence -- Periodicals; Luminescence -- Periodicals; 535.35
• DOI: 10.1002/bio.3067
• Languages: English
• ISSNs: 1522-7235

Abstract

Abstract: The photophysical properties of 4‐fluoro‐2‐methoxyphenyl boronic acid (4FMPBA) are characterized using absorption and fluorescence techniques in series of non‐alcohols and alcohols. The results are analyzed using different solvent polarity functions and Kamlet and Catalan's multiple regression approaches. The excited state dipole moment and change in dipole moment are calculated using both the solvatochromic shift method and Reichardt's microscopic solvent polarity parameter E T N . The ground state dipole moment is evaluated using quantum chemical calculations. It is found that general solute–solvent and hydrogen bond interactions are operative in this system. A red shift of ~ 9 nm in the emission spectra is observed with an increase in the solvent polarity, which depicts π→π * transitions, as well as the possibility of an intramolecular charge transfer (ICT) character in the emitting singlet state of 4FMPBA. The relative quantum yield, radiative and non‐radiative decay constants are calculated in alkanes and alcohols using the single point method. It is found that the quantum yield of the molecule varies from 16.81% to 50.79% with the change in solvent polarity, indicating the dependence of fluorescence on the solvent environment. Copyright © 2015 John Wiley & Sons, Ltd.