One-pot synthesis of 2-bromo-4,5-DIAZAFLUOREN-9-ONE (cas 50890-67-0) via a tandem oxidation–bromination-rearrangement of phenanthroline and its hammer-shaped donor–acceptor organic semiconductors

Add time:07/13/2019    Source:sciencedirect.com

An unexpected one-pot tandem procedure of 2-bromo-4,5-diazafluoren-9-one starting from phenanthroline with a yield of up to 50% has been described. The conversion mechanism involves three consecutive oxidation, bromination, and rearrangement reactions. A series of its hammer-shaped donor–acceptor organic semiconductors with solvent-dependent fluorescence have also been constructed via Ullman and/or Friedel–Crafts reaction. Diazafluorenes (DAFs) and derivatives are regarded as promising building blocks or candidates for donor–acceptor organic semiconductors.

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