Litcius/Paper detail

2<i>H</i>-Bis-1,2,3-triazolo-isoquinoline: Design, Synthesis, and Photophysical Study

Biligma D. Tsyrenova, Victor N. Khrustalev, Valentine G. Nenajdenko

2020The Journal of Organic Chemistry29 citationsDOI

Abstract

An efficient three-step synthesis of a new heterocyclic system is described wherein the 2H-bis([1,2,3]triazolo)[5,1-a:4′,5′-c]isoquinoline ring system is elaborated using a simple synthetic strategy. The approach permits the preparation of target compounds in high yields using readily available arylhydrazines and o-alkynylbenzaldehydes as starting materials. The photophysical properties of the prepared heterocycles were studied to demonstrate that the prepared compounds are attractive blue-emitting fluorophores, exhibiting quantum yields up to 98% and Stokes shifts up to 67 nm. A strong effect of the steric hindrance on the absorption and emission spectra was revealed.

Topics & Concepts

IsoquinolineChemistrySteric effectsRing (chemistry)Combinatorial chemistryAbsorption (acoustics)Quantum chemicalPhotochemistryComputational chemistryMoleculeOrganic chemistryAcousticsPhysicsClick Chemistry and ApplicationsSynthesis and Biological EvaluationCyclopropane Reaction Mechanisms