A simple and efficient synthesis of a series of N -(thiazol-2-yl)piperidine-2,6-dione compounds and their interesting NLO properties

A unique series of compounds was prepared from glutaric acid and various 2-amino thiazoles via a simple yet efficient synthetic method at ambient temperature. The N -(thiazol-2-yl)piperidine-2,6-dione derivatives were synthesized and characterized using multiple physicochemical techniques, X-ray cry...

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Bibliographic Details
Published inCrystEngComm Vol. 26; no. 23; pp. 3069 - 3076
Main Authors Shaiwale, Mayuri, Som, Narayan N., Jha, Prafulla K., Ballabh, Amar
Format Journal Article
LanguageEnglish
Published Cambridge Royal Society of Chemistry 2024
Subjects
Ambient temperature
Crystallography
Diketones
Energy gap
Nonlinear optics
Optical properties
Piperidine
Second harmonic generation
Synthesis
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Summary:A unique series of compounds was prepared from glutaric acid and various 2-amino thiazoles via a simple yet efficient synthetic method at ambient temperature. The N -(thiazol-2-yl)piperidine-2,6-dione derivatives were synthesized and characterized using multiple physicochemical techniques, X-ray crystallography, and SHG analysis. 2 out of the 5 newly synthesized compounds displayed strong nonlinear optical (NLO) properties. All five compounds were studied computationally, and UV spectroscopy was used to confirm the second harmonic generation (SHG) phenomenon. It was found that the compounds having a non-centrosymmetric space group have a larger band gap than the centrosymmetric space group and thus have more SHG properties. Compounds with large band gaps also have the distinctive S⋯O interaction, contributing significantly to conformational control of the crystal's geometry.
ISSN:1466-8033
1466-8033
DOI:10.1039/D4CE00217B