New fluorescent heterocyclic systems from imidazo[1,2-a]pyridine: Design, synthesis, spectral studies and quantum-chemical investigations

Add time:07/22/2019    Source:sciencedirect.com

Two new fluorescent heterocyclic systems dipyrido[1′,2′:1,2]imidazo[4,5-b:4,5-e]pyridine-13-carbonitrile and pyrido[1′,2′:1,2]imidazo[4,5-b]pyrido[2′,1′:2,3]imidazo[4,5-e]pyridine-13-carbonitrile were synthesized by one-pot reaction of imidazo[1,2-a]pyridine with 2-(imidazo[1,2-a]pyridin-3-yl)acetonitrile and 2-(imidazo[1,2-a]pyridin-2-yl)acetonitrile, respectively, in MeOH/KOH solution via the nucleophilic substitution of hydrogen in high yields. Spectral and analytical data have confirmed the structures of the synthesized dyes. The optical and solvatochromic properties of the compounds were investigated and the results showed that they exhibited interesting photophysical properties. Density functional theory (DFT) calculations of fluorescent dyes were performed to provide the optimized geometries and relevant frontier orbitals by using the B3LYP hybrid functional and the 6–311 ++ G(d,p) basis set. Calculated electronic absorption spectra were also obtained by time-dependent density functional theory (TD-DFT) method. In addition, electron density iso-surface map, intra- and intermolecular interactions of these fluorescent heterocyclic systems were evaluated by AIM (Atoms in Molecules) analysis.

We also recommend Trading Suppliers and Manufacturers of 5-(CHLOROMETHYL)PYRIDINE-2-CARBONITRILE (cas 105954-37-8). Pls Click Website Link as below: cas 105954-37-8 suppliers

Prev:Immobilization of 5-aminopyridine-2-tetrazole on cross-linked polystyrene for the preparation of a new adsorbent to remove heavy metal ions from aqueous solution
Next:Evaluation of chicken freshness using a low-cost colorimetric sensor array with AdaBoost–OLDA (cas 105955-11-1) classification algorithm)