Facile synthesis of azines by carboxylic acid esters as catalyst and facilitation of intersystem crossing (ISC) in azines by azine chromophore

Sennappan, M and Srinivasa Murthy, V and Managutti, PB and Subhapriya, P and Gurushantha, K and Ramamurthy, PC and Hemavathi, B and Anantharaju, KS and Thakur, A (2024) Facile synthesis of azines by carboxylic acid esters as catalyst and facilitation of intersystem crossing (ISC) in azines by azine chromophore. In: Scientific Reports, 14 (1).

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Abstract

Development of new organic synthetic methods fascinating the researchers which facilitating the increasing demands of the modern society, environmental friendly with high efficiency and low cost. The introduction of chromophores in an organic molecules facilitating intersystem crossing (ISC) to harvest both singlet and triplet excitons is also currently demanding field. We report a facile synthesis of symmetrical azines from carbonyl compounds and hydrazine hydrate with carboxylic acid esters as catalyst in methanol. This reaction presents a condensation of primary amino groups in hydrazine hydrate and carbonyl compounds took place simultaneously in a very short refluxing time. The prepared azines 1�10 were structurally analysed by various analytical techniques such as LC-MS1, H NMR13, C NMR, UV-Vis, FTIR and single crystal X-ray diffraction. Photoluminescence properties of prepared azines were recorded in CCl4 at 1 � 10�3 M and excitation range from 329 to 362 nm. The photoluminescence analysis results revealed that compounds 1�10 (except 8) were showed delayed fluorescence and 8 was showed fluorescence property. The photophysical properties of compounds 1�10 such as electron density and band gap energies was calculated by density function theory. This results revealed that the intra-molecular charge transfer occurs within the azines. The azine function in the azines enabling intersystem crossing hence, it is showing phosphorescence. © The Author(s) 2024.

Item Type:	Journal Article
Publication:	Scientific Reports
Publisher:	Nature Research
Additional Information:	The copyright for this article belongs to the publishers.
Keywords:	carbon tetrachloride; carbonyl derivative; ester; hydrazine; methanol, article; catalysis; catalyst; chromatophore; controlled study; drug analysis; fluorescence; Fourier transform infrared spectrometer; Fourier transform infrared spectroscopy; phosphorescence; photoluminescence; synthesis; ultraviolet radiation; X ray diffraction
Department/Centre:	Division of Mechanical Sciences > Materials Engineering (formerly Metallurgy)
Date Deposited:	19 Nov 2024 18:57
Last Modified:	19 Nov 2024 18:57
URI:	http://eprints.iisc.ac.in/id/eprint/86745

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