Issue 36, 2023
From the journal:

RSC Advances

Microwave-assisted chemoselective synthesis and photophysical properties of 2-arylazo-biphenyl-4-carboxamides from hydrazonals†

Abdulrahman M. Alazemi, ORCID logo *a   Kamal M. Dawood, ORCID logo *b   Hamad M. Al-Matar ORCID logo a  and  Wael M. Tohamy ORCID logo ac  

* Corresponding authors

a Chemistry Department, Faculty of Science, University of Kuwait, P.O. Box 5969, Safat 13060, Kuwait
E-mail: a.alazmi@ku.edu.kw
Fax: +965 24816482

b Department of Chemistry, Faculty of Science, Cairo University, Giza 12613, Egypt
E-mail: kmdawood@sci.cu.edu.eg
Fax: +202 35727556

c Organometallic and Organometalloid Chemistry Department, National Research Centre, Cairo, Egypt

Abstract

The reaction of 3-oxo-2-arylhydrazonopropanals with acetoacetanilide in an equimolar ratio, under DBU/1,4-dioxane/microwave irradiation reaction conditions, resulted in chemoselective formation of 4-arylazo-5-hydroxy-benzamide derivatives. The structures of the obtained biphenyl-4-carboxamides were characterized by several spectroscopic techniques including IR, 1H- and 13C-NMR, MS and HRMS, and X-ray single crystals of three examples. The photophysical properties of the new products were also evaluated, with a particular focus on their absorption and emission spectra, which provided valuable information regarding their optical properties. The new compounds emitted 513–549 nm green fluorescence in acetone solution under UV irradiation.

Graphical abstract: Microwave-assisted chemoselective synthesis and photophysical properties of 2-arylazo-biphenyl-4-carboxamides from hydrazonals

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DOI
https://doi.org/10.1039/D3RA04558G
Article type
Paper
Submitted
08 Jul 2023
Accepted
07 Aug 2023
First published
22 Aug 2023
This article is Open Access
Creative Commons BY-NC license

RSC Adv., 2023,13, 25054-25068

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Microwave-assisted chemoselective synthesis and photophysical properties of 2-arylazo-biphenyl-4-carboxamides from hydrazonals

A. M. Alazemi, K. M. Dawood, H. M. Al-Matar and W. M. Tohamy, RSC Adv., 2023, 13, 25054 DOI: 10.1039/D3RA04558G

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