Shasun Research Centre, 27 Vandaloor-Kelambakkam Road, Keelakottaiyur, Chennai-600048, India.
Chem Asian J. 2012 Nov;7(11):2670-7. doi: 10.1002/asia.201200477. Epub 2012 Sep 4.
The synthesis, photophysical, and electrochemical attributes of a novel class of boron difluorides containing an aromatic-fused alicyclic/hetero-alicyclic ring built on a β-iminoenamine chromophoric backbone are reported. The compounds displayed large Stokes shifts (86-121 nm), and were emissive in the solid state. The quantum yields obtained in solution at room temperature were unusually lower by an order of magnitude compared to those in the solid state. Some of the tested compounds displayed aggregation-induced emission (AIE). Single crystal XRD analyses revealed a lack of interplanar π-π interactions, which are presumed to be absent owing to non-planarity of the alicyclic component in the molecule. For most of the studied compounds, time-dependent DFT (TD-DFT) calculations invariably reveal intramolecular charge transfer (π-π*) characteristics with the frontier orbitals concentrated on the boron-nitrogen heterocycle. The participation of boron and fluorine atoms was found to be negligible.
报道了一类新型的硼二氟化物的合成、光物理和电化学性质，这类硼二氟化物含有一个芳环稠合的脂环/杂脂环环，构建在β-亚氨基烯胺发色团的主链上。这些化合物显示出较大的斯托克斯位移（86-121nm），在固态下具有发光性。在室温下在溶液中获得的量子产率比在固态下低一个数量级。一些测试的化合物显示出聚集诱导发射（AIE）。单晶 XRD 分析表明，缺乏面间π-π相互作用，这被认为是由于分子中环的非平面性而不存在。对于大多数研究的化合物，时间依赖的密度泛函理论（TD-DFT）计算总是显示出分子内电荷转移（π-π*）特征，前线轨道集中在硼-氮杂环上。发现硼和氟原子的参与可以忽略不计。
