Key Laboratory of Material Chemistry for Energy Conversion and Storage, Ministry of Education, School of Chemistry and Chemical Engineering, Huazhong University of Science and Technology, Wuhan, China.
Chem Soc Rev. 2018 Oct 1;47(19):7452-7476. doi: 10.1039/c8cs00444g.
Organic molecules with an aggregation-induced emission (AIE) effect have recently been attracting more and more attention due to their colossal potential in solid emitters and chemo/biosensors. The number and variety of AIEgen compounds are expanding very rapidly to obtain better application performance and a wider area of application. Among AIEgen systems, tetraphenylethylene (TPE) and its derivatives are the class that have received the most extensive study and the most rapid development because of their facile synthesis. Due to its C2 symmetry and at least tetratopic reaction positions, the TPE unit is also an ideal building block for constructing macrocycles and cages. The resultant cyclic TPE compounds have exhibited many exceptional performances that are difficult to access in their open chain counterparts, such as AIE enhancement, improvement in selectivity and sensitivity as sensors, emission tuning by guests, supramolecular catalysis, further disclosure of the AIE mechanism, molecular adsorption, storage and release, the propeller-like conformation exploitation of the TPE unit in chiral materials and so on. Recently, therefore, a large variety of studies about the synthesis, properties and application research of TPE macrocycles and cages have been reported. These TPE macrocycles and cages significantly expand the research area for the AIE phenomenon and its applications, and represent a development of the AIE area. However, up to now, no review of TPE macrocycles and cages has been available. Thus, this review serves as a summary of the designs, synthesis, photophysical properties, self-assembly, applications and prospects of TPE macrocycles and cages.
具有聚集诱导发光(AIE)效应的有机分子由于其在固态发射器和化学/生物传感器中的巨大潜力,最近越来越受到关注。AIEgen 化合物的数量和种类正在迅速扩大,以获得更好的应用性能和更广泛的应用领域。在 AIEgen 体系中,四苯乙烯(TPE)及其衍生物因其易于合成而受到最广泛的研究和最快的发展。由于其 C2 对称性和至少四配位反应位置,TPE 单元也是构建大环和笼的理想构建块。所得的环状 TPE 化合物表现出许多在其开链对应物中难以获得的特殊性能,例如 AIE 增强、作为传感器的选择性和灵敏度提高、客体的发射调谐、超分子催化、进一步揭示 AIE 机制、分子吸附、存储和释放、TPE 单元在手性材料中的推进器状构象利用等。最近,因此,大量关于 TPE 大环和笼的合成、性质和应用研究的报道已经出现。这些 TPE 大环和笼显著扩展了 AIE 现象及其应用的研究领域,代表了 AIE 领域的发展。然而,到目前为止,还没有关于 TPE 大环和笼的综述。因此,本综述总结了 TPE 大环和笼的设计、合成、光物理性质、自组装、应用和前景。