Issue 45, 2021

Azapyrene-based fluorophores: synthesis and photophysical properties

Abstract

Azapyrenes are the nitrogen isosteres of pyrene. Based on theoretical and experimental studies, electron–acceptor azapyrene domains may be considered as convenient scaffolds for constructing a large variety of “push–pull” π-conjugated chromophores with pronounced ICT properties. Over the past decade, due to the unrelenting interest in functional materials and modern methodologies such as cross-coupling, peri-annulation, direct C–H-functionalization, etc., methods for the synthesis of aryl(alkyl) K-functionalized azapyrenes and other derivatives have been developed, and their photophysical and electrochemical properties have been studied. This short review aims at critical analysis of the best known/modern methods for the preparation of functionalized azapyrene derivatives, as well as an assessment of their photophysical/electrochemical properties in comparison with the structural and electronic properties of the parent pyrene.

Graphical abstract: Azapyrene-based fluorophores: synthesis and photophysical properties

Supplementary files

Article information

Article type
Perspective
Submitted
22 Jul 2021
Accepted
30 Sep 2021
First published
12 Oct 2021

New J. Chem., 2021,45, 20955-20971

Azapyrene-based fluorophores: synthesis and photophysical properties

O. S. Taniya, A. F. Khasanov, M. V. Varaksin, E. S. Starnovskaya, A. P. Krinochkin, M. I. Savchuk, D. S. Kopchuk, I. S. Kovalev, G. A. Kim, E. V. Nosova, G. V. Zyryanov and O. N. Chupakhin, New J. Chem., 2021, 45, 20955 DOI: 10.1039/D1NJ03531B

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