Salla Cristian A M, Farias Giliandro, Rouzières Mathieu, Dechambenoit Pierre, Durola Fabien, Bock Harald, de Souza Bernardo, Bechtold Ivan H
Departamento de Física, Universidade Federal de Santa Catarina, 88040-900, Florianópolis, SC, Brazil.
Departamento de Química, Universidade Federal de Santa Catarina, 88040-900, Florianópolis, SC, Brazil.
Angew Chem Int Ed Engl. 2019 May 20;58(21):6982-6986. doi: 10.1002/anie.201901672. Epub 2019 Apr 10.
The dehydrating cyclotrimerization of 1-tetralone in the presence of titanium tetrachloride at high temperatures leads to homotruxene, a nonplanar arene in which the twist angles between its three outer benzene rings and the central benzene are stabilized by ethylene bridges. This non-planar configuration allows for pronounced spin-orbit coupling and a high triplet energy, leading to room-temperature phosphorescence in air with a lifetime of 0.38 s and a quantum yield of 5.6 %, clearly visible to the human eye after switching off the excitation. Triplet-triplet annihilation is found to simultaneously lead to a substantial delayed fluorescence, unprecedented from a pure hydrocarbon at ambient conditions, with a lifetime of 0.11 s.
在高温下，1-四氢萘酮在四氯化钛存在下进行脱水环三聚反应生成均苯并菲，它是一种非平面芳烃，其三个外侧苯环与中心苯环之间的扭转角通过乙烯桥得以稳定。这种非平面构型允许显著的自旋-轨道耦合和较高的三线态能量，从而在空气中产生室温磷光，寿命为0.38 秒，量子产率为5.6%，在关闭激发后肉眼清晰可见。发现三线态-三线态湮灭同时导致大量延迟荧光，这在环境条件下的纯烃中是前所未有的，寿命为0.11 秒。
