Effect of the Chloro-Substitution on Electrochemical and Optical Properties of New Carbazole Dyes

Abstract

Carbazole derivatives are the structural key of many biologically active substances, including naturally occurring and synthetic ones. Three novel (E)-2-(2-(4-9H-carbazol-9-yl)benzylidene)hydrazinyl)triazole dyes were synthesized with different numbers of chlorine substituents attached at different locations. The presented research has shown the influence of the number and position of attachment of chlorine substituents on electrochemical, optical, nonlinear, and biological properties. The study also included the analysis of the use of the presented derivatives as potential fluorescent probes for in vivo and in vitro tests. Quantum-chemical calculations complement the conducted experiments.

Can a Small Change in the Heterocyclic Substituent Significantly Impact the Physicochemical and Biological Properties of (Z)-2-(5-Benzylidene-4-oxo-2-thioxothiazolidin-3-yl)acetic Acid Derivatives?

“…The theoretical absorption maxima ( ) are shown in Table S4 . According to the results obtained earlier [ 55 , 56 , 57 , 58 , 59 ], PBE0 gives the best agreement with the experimental values and should be considered as a reference. Comparing experimental measurements with vertical values, for A-1 the PBE0 functional shifts the position of the maximum towards longer waves, while for A-2 and A-3 it shifts towards longer waves.…”

The Influence of the Alkylamino Group on the Solvatochromic Behavior of 5-(4-substituted-arylidene)-1,3-dimethylpyrimidine-2,4,6-triones: Synthesis, Spectroscopic and Computational Studies

“…The vertical absorption and emission maxima were estimated based on the time-dependent density functional theory (TDDFT) [39] by including the statespecific (SS) corrected linear response (cLR) approach [40]. Following previous research results [41][42][43][44][45][46], in this case, the PBE0 functional was used as it describes the electrical properties with the smallest error in relation to the experimental values. The dipole moment and polarity of the charge-transfer state (CT, µ CT ) were evaluated by the numerical differentiation of the excitation energies (E) as follows:…”