Synthesis, Properties, and Regioselective Functionalization of 9,9a-BN Anthracene
Dawei Tian, Guofei Shi, Mengmeng Fan, Xiaobing Guo, Yueqi Yuan, Sitian Wu, Jinyu Liu, Juanyi Zhang, Siyang Xing, Bolin Zhu
Abstract
A novel 9,9a-BN anthracene 5 has been synthesized by the Ru-catalyzed electrocyclization of BN-aromatic enynes. The photophysical properties of 5 are different from those of all-carbon anthracene and other reported BN-anthracenes. The reactivity of 5 has been investigated by treating 5 with organolithium compounds, Br2, or N-iodosuccinimide. The resulting halogenated compounds can be easily functionalized via cross-coupling reactions. UV–vis and fluorescence spectroscopy of 5 have been investigated to explore the photophysical properties of these BN-anthracenes.
Topics & Concepts
AnthraceneChemistryRegioselectivitySurface modificationReactivity (psychology)FluorescencePhotochemistryCombinatorial chemistryCatalysisOrganic chemistryPhysical chemistryQuantum mechanicsMedicinePhysicsAlternative medicinePathologyOrganoboron and organosilicon chemistryLuminescence and Fluorescent MaterialsSynthesis and Properties of Aromatic Compounds