Photophysical Properties Controlled by Substituents with Lone-Pair Electrons at the Ortho- or Para-Positions of Fluoroquinolone Antibiotics
2019
Zhao, Jianfeng | Zhang, Xiting | Zhu, Ruixue | Su, Tao | Phillips, David Lee
The ortho- or para-substituents of NH₂ or N-alkyl-containing lone-pair electrons were found to change the energy levels and transition configurations of the highest occupied molecular orbital for some fluoroquinolone-based antibiotics (FQs) and can significantly influence the electronic structure, intermolecular hydrogen bonding, internal conversion, and fluorescence and intersystem crossing efficiencies of FQs in acetonitrile or aqueous solution after photoexcitation. These findings provide new insights that can help in the molecular design strategies to regulate the photophysical properties of photosensitive medicines, photodynamic therapy reagents, and energy conversion materials that contain similar aromatic carbonyl structures.
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