Sun Fangxiang, Tan Shuaimin, Cao Hou-Ji, Xu Jingkai, Bregadze Vladimir I, Tu Deshuang, Lu Changsheng, Yan Hong
State Key Laboratory of Coordination Chemistry, School of Chemistry and Chemical Engineering, Nanjing University, Nanjing, 210023, P. R. China.
A. N. Nesmeyanov Institute of Organoelement Compounds (INEOS), Russian Academy of Sciences, Moscow, 119991, Russia.
Angew Chem Int Ed Engl. 2022 Aug 15;61(33):e202207125. doi: 10.1002/anie.202207125. Epub 2022 Jun 28.
The classical aggregation-induced emission (AIE)-active luminogens (AIEgens) usually include two-dimensional aromatic systems such as tetraphenylethenes, which are synthesized in several steps by using toxic additives. Here, we proposed a new molecular design strategy for the realization of AIE properties by combining three-dimensional aromatic boron clusters of carboranes with vinyl group(s). To obtain a library of the boron cluster-based AIEgens, a Pd-catalyzed hydroboration of alkynes with carboranes is reported. This reaction protocol proceeds in one step under mild conditions with rapid reaction rate, excellent yields and regioselectivity. Photophysical property studies demonstrate that the facile molecular motions in solution can be inhibited in the solid state for these molecules, which leads to interesting AIE properties. This work provides not only a general design principle for AIEgens but also an efficient methodology to synthesize boron cluster-based photo-functional molecules.
经典的聚集诱导发光（AIE）活性发光体（AIEgens）通常包括二维芳香体系，如四苯乙烯，其通过使用有毒添加剂经多步合成。在此，我们提出了一种新的分子设计策略，通过将碳硼烷的三维芳香硼簇与乙烯基结合来实现AIE性质。为了获得基于硼簇的AIEgens库，报道了一种钯催化的炔烃与碳硼烷的硼氢化反应。该反应方案在温和条件下一步进行，反应速率快、产率高且区域选择性好。光物理性质研究表明，这些分子在溶液中的 facile 分子运动在固态中可被抑制，这导致了有趣的AIE性质。这项工作不仅为AIEgens提供了一般设计原则，还为合成基于硼簇的光功能分子提供了一种有效方法。
