Structural Insights and Advanced Spectroscopic Characterization of Thiazolothiazoles: Unveiling Potential for Optoelectronic and Sensing Applications - Publication - Bridge of Knowledge

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Structural Insights and Advanced Spectroscopic Characterization of Thiazolothiazoles: Unveiling Potential for Optoelectronic and Sensing Applications

Abstract

Thiazolothiazoles (TzTzs) are planar, π-conjugated heterocyclic compounds exhibiting unique structural and optoelectronic properties. In this study, a series of symmetrically substituted thiazolothiazole (TzTz) derivatives including imidazolyl, o-vanillyl, p-vanillyl, phenyl, thiazolyl, cinnamoyl, and trifluoromethylphenyl were synthesized and extensively characterized using X-ray crystallography (XRD), Fourier-transformed infrared (FTIR), nuclear magnetic resonance (NMR), and ultraviolet-visible (UV-Vis) spectroscopies, photoluminescence, X-ray absorption near edge structure (XANES, S K-edge), and density functional calculations. The compounds demonstrated diverse intermolecular interactions, including π⋅⋅⋅π stacking and chalcogen bonding, which directly influenced their optical properties and electronic band structures. Several derivatives displayed promising features such as large Stokes shifts over 0.4 eV in solution and up to 1 eV in solid state and reversible resistive switching behavior, positioning them as attractive candidates for use in optoelectronic devices and emerging memristive technologies.

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DOI:
Digital Object Identifier (open in new tab) 10.1002/chem.202501664
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Category:
Articles
Type:
artykuły w czasopismach dostępnych w wersji elektronicznej [także online]
Published in:
CHEMISTRY-A EUROPEAN JOURNAL
ISSN: 0947-6539
Language:
English
Publication year:
2025
Bibliographic description:
Gutmańska K., Podborska A., Sławek A., Sivasamy R., Maximenko A., Ordyszewska A., Szaciłowski K., Dołęga A., Mazur T., Structural Insights and Advanced Spectroscopic Characterization of Thiazolothiazoles: Unveiling Potential for Optoelectronic and Sensing Applications, CHEMISTRY-A EUROPEAN JOURNAL,2025, iss. e202501664,10.1002/chem.202501664
DOI:
Digital Object Identifier (open in new tab) 10.1002/chem.202501664
Sources of funding:
Verified by:
Gdańsk University of Technology

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