Chlorine-Substituted 9,10-Dihydro-9-aza-10-boraanthracene as a Precursor for Various Boron- and Nitrogen-Containing π‑Conjugated Compounds

Chlorine-substituted 9,10-dihydro-9-aza-10-bora­anthracene was synthesized. Derivatization of this compound by taking advantage of the transformable B–Cl moiety gave 9,10-dihydro-9-aza-10-boraanthracene derivatives with various aryl substituents. In addition, further functionalization on NH groups by alkylation and Buchwald–Hartwig amination was demonstrated. Photophysical properties of the resulting 9,10-dihydro-9-aza-10-boraanthracene derivatives were also discussed.