Microwave-assisted Chemoselective Synthesis and Photophysical Properties of 2-arylazo-biphenyl-4-carboxamides from Hydrazonals

Overview

Journal RSC Adv

Publisher Royal Society of Chemistry

Specialty Chemistry

Date 2023 Aug 24

PMID 37614785

Authors

Abdulrahman M Alazemi

Kamal M Dawood

Hamad M Al-Matar

Wael M Tohamy

Affiliations

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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, H- and C-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.

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