Marsh Adam V, Cheetham Nathan J, Little Mark, Dyson Matthew, White Andrew J P, Beavis Peter, Warriner Colin N, Swain Anthony C, Stavrinou Paul N, Heeney Martin
Department of Chemistry and Centre for Plastic Electronics, Imperial College London, London, SW7 2AZ, UK.
Department of Physics and Centre for Plastics Electronics, Imperial College London, UK.
Angew Chem Int Ed Engl. 2018 Aug 13;57(33):10640-10645. doi: 10.1002/anie.201805967. Epub 2018 Jul 12.
The synthesis of a highly twisted chrysene derivative incorporating two electron deficient o-carboranyl groups is reported. The molecule exhibits a complex, excitation-dependent photoluminescence, including aggregation-induced emission (AIE) with good quantum efficiency and an exceptionally long singlet excited state lifetime. Through a combination of detailed optical studies and theoretical calculations, the excited state species are identified, including an unusual excimer induced by the presence of o-carborane. This is the first time that o-carborane has been shown to induce excimer formation ab initio, as well as the first observation of excimer emission by a chrysene-based small molecule in solution. Bis-o-carboranyl chrysene is thus an initial member of a new family of o-carboranyl phenacenes exhibiting a novel architecture for highly-efficient multi-luminescent fluorophores.
报道了一种包含两个缺电子邻碳硼烷基团的高度扭曲的苝衍生物的合成。该分子表现出复杂的、依赖于激发的光致发光，包括具有良好量子效率的聚集诱导发光（AIE）和异常长的单线态激发态寿命。通过详细的光学研究和理论计算相结合，确定了激发态物种，包括由邻碳硼烷的存在诱导产生的不寻常的准分子。这是首次证明邻碳硼烷能从头诱导准分子形成，也是首次在溶液中观察到基于苝的小分子的准分子发射。因此，双邻碳硼烷基苝是一类新型邻碳硼烷基并四苯的首个成员，这类化合物展现出用于高效多发光荧光团的新颖结构。
