N,O-bidentate BF2-enaminone complexes: Synthesis, electronic structure, photophysical properties, and biological behaviour

Maxim V. Motverov, Kseniya I. Lugovik, Galina V. Vataru, Artem S. Minin, Varvara A. Pozdina, Pavel A. Slepukhin, Enrico Benassi, Nataliya P. Belskaya

Результат исследования: Научные публикации в периодических изданияхстатьярецензирование

Аннотация

Twenty-six examples of 2,2-difluoro-3,6-diaryl-2,3-dihydro-1,3,2-oxazaborinines were synthesised at 42–98% yield from commercially available reagents with a set of simple procedures and were structurally fully characterised by 1H, 13C, 19F, and 11B NMR spectroscopy and single-crystal X-ray diffraction. Quantum chemical calculations at (Time-Dependent) Density Functional Theory ((TD)-DFT) level were performed to study structural and electronic properties of these new N,O-boron complexes with variable structures. A comprehensive experimental and computational investigation of the photophysical properties of these BF2-complexes showed that they are emissive in solutions and have a pronounced fluorescence in the solid state (up to 100%). They also demonstrated aggregation-induced emission enhancement (AIEE) effect, with a quantum yield up to 29%, blue–green-yellow emissions and good photostability. The dynamic light scattering (DLS) experiments confirmed the formation of nanoparticles in DMSO-water and EtOH-water mixtures. Confocal laser detection revealed that these BF2-complexes may penetrate living cells and accumulate in the endoplasmic reticulum.

Язык оригиналаанглийский
Номер статьи110848
ЖурналDyes and Pigments
Том208
DOI
СостояниеОпубликовано - дек. 2022

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