2 H-Bis-1,2,3-triazolo-isoquinoline: Design, Synthesis, and Photophysical Study

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. Copyright © 2020 American Chemical Society.

Authors
Tsyrenova B.1 , Khrustalev V. 2, 3 , Nenajdenko V.1
Number of issue
11
Language
English
Pages
7024-7035
Status
Published
Volume
85
Year
2020
Organizations
  • 1 Department of Chemistry, Lomonosov Moscow State University, Moscow, 119899, Russian Federation
  • 2 Peoples' Friendship University of Russia, Moscow, 117198, Russian Federation
  • 3 N. D. Zelinsky Institute of Organic Chemistry of RAS, 47 Leninsky Prospect, Moscow, 119991, Russian Federation
Keywords
Emission spectroscopy; Absorption and emission spectra; Heterocyclic systems; Isoquinoline ring; Photophysical properties; Photophysical studies; Steric hindrances; Synthetic strategies; Three-step synthesis; Synthesis (chemical); 1,2,3 triazole derivative; isoquinoline derivative; Article; cyclization; cycloaddition; hydrogen bond; quantum yield; reaction analysis; Sonogashira reaction; spectrofluorometry; stereospecificity; substitution reaction; synthesis; X ray diffraction
Date of creation
02.11.2020
Date of change
02.11.2020
Short link
https://repository.rudn.ru/en/records/article/record/64657/
Share

Other records