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Peer-reviewed veterinary case report

Synthesis, Crystal Structure, and Photophysical Properties of Bromothiophene-Functionalized BF<sub>2</sub>-Curcuminoid as a Versatile Building Block.

Year:
2024
Authors:
Kang H et al.
Affiliation:
College of Food and Drug · China

Abstract

A novel bromothiophene-functionalized BF<sub>2</sub>-curcuminoid (BTC-BF<sub>2</sub>) is synthesized by Knoevenagel condensation reaction. The structure of BTC-BF<sub>2</sub> is determined by <sup>1</sup>H-nuclear magnetic resonance (<sup>1</sup>H NMR), <sup>13</sup>C-nuclear magnetic resonance (<sup>13</sup>C NMR), and high-resolution mass spectrometry (HRMS). Moreover, a nearly coplanar single crystal structure is successfully obtained and form a mesh structure through intermolecular multiple C─H···F hydrogen bond interactions. As expected, as-prepared BTC-BF<sub>2</sub> exhibits solvent-dependent photophysical properties in solvents with different polarity and an intense red solid-state fluorescence. Density functional theory calculations further verify the relationships between its intrinsic electronic features and the photophysical properties. For its potential application aspect, BTC-BF<sub>2</sub> shows a certain ability to generate singlet oxygen under irradiation with 530 nm green light. Moreover, BTC-BF<sub>2</sub> can be utilized as versatile building block to construct novel far-red or NIR BF<sub>2</sub>-curcuminoid complexes for widely biological applications.

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Original publication: https://europepmc.org/article/MED/38923160