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Synthesis, Properties, and Reactivity of Bis-BN Phenanthrenes: Stepwise Bromination of the Main Scaffold

Lingjian Zi, Jinyun Zhang, Chenglong Li, Yi Qu, Bin Zhen, Xuguang Liu, Lei Zhang

2020Organic Letters33 citationsDOI

Abstract

Two bis-BN phenanthrenes have been synthesized. Their photophysical properties are different from those of the reported mono-BN phenanthrenes. Moreover, the stepwise bromination of bis-BN phenanthrene 8 gave a series of brominated bis-BN phenanthrenes, with all of the mono-, di-, tri-, and tetrabrominated bis-BN phenanthrenes being successfully isolated and characterized. In addition, preliminary results showed that mono- and dibrominated species can be further functionalized by cross-coupling reactions.

Topics & Concepts

PhenanthrenesChemistryHalogenationPhenanthreneReactivity (psychology)Organic chemistryMedicineAlternative medicinePathologyOrganoboron and organosilicon chemistrySynthesis and Properties of Aromatic CompoundsLuminescence and Fluorescent Materials