Synthesis and Properties of Benzo[h]imidazo[1,2-a]quinolines and 1,2a-Diazadibenzo[cd,f]azulenes

Benzo[h]imidazo[1,2-a]quinolines and 1,2a-diazadibenzo[cd,f]azuleneswere prepared from a common intermediate by regioselective cycloisomerizationreactions. The selectivity was controlled by the choice of Bronstedacid and solvent. The optical and electrochemical properties of theproducts were studied by UV/vis, fluorescence, and cyclovoltammetricmeasurements. The experimental results were complemented by densityfunctional theory calculations.

Automated summary

Benzo[h]imidazo[1,2-a]quinolines and1,2a-diazadibenzo[cd,f]azulenes were synthesized via regioselectivecycloisomerization reactions starting from a common intermediate. The choice of Bronsted acid and solvent significantly influenced the selectivity of the reactions. The optical and electrochemical properties of the products were characterized using UV/vis, fluorescence, and cyclovoltammetric measurements, which were further supported by density functional theory calculations.