Microwave-Assisted Synthesis, Optical and Theoretical Characterization of Novel 2-(imidazo[1,5-a]pyridine-1-yl)pyridinium Salts

In the last few years, imidazo[1,5-a]pyridine scaffolds and derivatives have attracted growing attention due to their unique chemical structure and optical behaviors. In this work, a series of pyridylimidazo[1,5-a]pyridine derivatives and their corresponding pyridinium salts were synthesized and the...

Full description

Saved in:
Bibliographic Details
Published in:Chemistry an international journal Vol. 3; no. 3; pp. 714 - 727
Main Authors: Cavinato, Luca M., Volpi, Giorgio, Fresta, Elisa, Garino, Claudio, Fin, Andrea, Barolo, Claudia
Format: Journal Article
Language:English
Published: Basel MDPI AG 01.09.2021
Subjects:
acceptor small molecules
Agglomeration
blue emitters
Density functional theory
Hydrocarbons
imidazo[1,5-a]pyridine
large stokes shift
microwave synthesis
Optical properties
Polymer films
Pyridines
thin film
Thin films
Germany
ISSN:2624-8549, 2624-8549
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary:In the last few years, imidazo[1,5-a]pyridine scaffolds and derivatives have attracted growing attention due to their unique chemical structure and optical behaviors. In this work, a series of pyridylimidazo[1,5-a]pyridine derivatives and their corresponding pyridinium salts were synthesized and their optical properties investigated to evaluate the effect of the quaternization on the optical features both in solution and polymeric matrix. A critical analysis based on the spectroscopic data, chemical structures along with density functional theory calculation is reported to address the best strategies to prevent aggregation and optimize the photophysical properties. The obtained results describe the relationship between chemical structure and optical behaviors, highlighting the role of pendant pyridine. Finally, the presence of a positive charge is fundamental to avoid any possible aggregation process in polymeric films.
Bibliography:ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
content type line 14
ISSN:2624-8549
2624-8549
DOI:10.3390/chemistry3030050