Fluorescent NLOphoric Coumarins: A Short Review

From Blue to Green Photoluminescence: Design, Synthesis, and DFT Calculations of Heterocyclic Compounds Containing Chromenothienopyrimidine Moiety

“…Condensation of the hydrazino compound 7 with acetophenone in the presence of a catalytic amount of acetic acid yielded the acetophenone hydrazone derivative 11. Ethyl chromenothienotriazolopyrimidinyl acetate (12) was gained by heating compound 7 with diethyl malonate, then adding ethanol and heating the reaction mixture for additional 4 hours. The carbohydrazide 13 was gotten by hydrazinolysis of compound 12 using hydrazine hydrate under solvent-free conditions for 10 min, then adding ethanol and refluxing the reaction mixture for a further 5 h. Besides the elemental analyses, the chemical structures of compounds 11-13 were explained by the spectral analyses.…”

“…[8,9] Coumarin is also regarded as a wealthy heterocyclic scaffold for medicinal chemistry, and it is widely used in the development of new biologically active compounds. [10] Moreover, the coumarin nucleus has been widely used in the design of photo-and electroactive materials, [11,12] including fluorescent chemosensors, [13] laser dyes, [14] and light-harvesting dyes for dye-sensitized solar cells. [15][16][17] Fluorescent probes based on coumarin have been a hot topic in recent years as well.…”

Mannich bases of hydroxycoumarins: synthesis, DFT/QTAIM computational study and assessment of biological activity

“…Coumarins are important building blocks for photochemical applications, [34][35][36] its relevance is based on the electronic distribution along with the conjugated system and the effect that the methylene amino group may exert on the charge transfer within the coumarin structure, for which it is important to analyse the effect of the substituent on the HOMO-LUMO energies and Local Excitation (LE) of the electronic states, hence the photophysical properties of the compounds. The extension of the ring-like structure is a common structural feature in polycyclic and highly conjugated uorophores, since the energy of the Table 1 Topological indexes of electronic density in critical points for selected bonds of compounds 5a-5f calculated at PBE0/aug-cc-pVTZ level of theory hydrogen bonds depicted in Fig.…”

Heptafluorobutyric Acid Catalyzed Cross-Dehydrogenative Coupling of 7-Aminocoumarins with 1,2,4-Triazines: A Straightforward Pathway to 3-Triazinyl-7-aminocoumarins

“…Among them, coumarin derivatives bearing a diversely substituted amino group at C7 and (benzo)azole rings at C3 are in a privileged position due to perfect photophysical properties such as high fluorescence quantum yields, large Stokes shifts, excellent photostability, etc., and thereby have been applied in various fields: organic light-emitting materials, non-linear optics, laser dyes, and fluorescent probes. [1][2][3][4][5][6][7][8] At the same time, 3-azinyl-7aminocoumarins have been mainly explored as chemosensors and bioimaging agents. In particular, 7-aminocoumarins and their benzoannulated derivatives containing a pyridinyl substituent at C3 have been studied as fluorescent probes for the detection of nerve agents, 9 SO 2 derivatives, 10 CO-releasing molecule-2, 11 and ratiometric imaging of glutamyltransferase activity levels.…”