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Coumarins: Spectroscopic measurements and first principles calculations of C4‐substituted 7‐aminocoumarins
Author(s) -
Singh Shraddha,
Begoyan Vagarshak V.,
Tanasova Marina,
Waters Kevin,
Seel Max,
Pandey Ravindra
Publication year - 2018
Publication title -
journal of physical organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.325
H-Index - 66
eISSN - 1099-1395
pISSN - 0894-3230
DOI - 10.1002/poc.3852
Subject(s) - chemistry , fluorescence , dipole , density functional theory , computational chemistry , absorption (acoustics) , moment (physics) , chemical physics , organic chemistry , physics , classical mechanics , quantum mechanics , acoustics
Coumarins are widely applied in sensing devices due to their diverse fluorescence properties. In this paper, we consider the C4‐substituted 7‐aminocoumarins to investigate the structure‐property relationship via examining the effect of the various substitutions on their optical properties. Absorption and fluorescence measurements together with time‐dependent density functional theory calculations are described. We find that the significant red shift in the fluorescence spectra is associated with the cyclic carbonyl group of coumarins due to a substantial increase in the dipole moment in the photoexcited state. The apparent correlation between experimental and calculated results provides an atomistic‐level insight into the role of the functionality at the C4 of coumarins and sets the basis for using computational analysis to predict the fluorescence properties of coumarins.