Synthesis, crystal structures and properties of carbazole-based [6]helicenes fused with an azine ring

• Daria I. Tonkoglazova,
• Anna V. Gulevskaya,
• Konstantin A. Chistyakov and
• Olga I. Askalepova

Beilstein J. Org. Chem. 2021, 17, 11–21, doi:10.3762/bjoc.17.2

• . Kovalevskaya Str., 22, Yekaterinburg 620219, Russian Federation 10.3762/bjoc.17.2 Abstract Novel carbazole-based [6]helicenes fused with an azine ring (pyridine, pyrazine or quinoxaline) have been prepared through a five-step synthetic sequence in good overall yields. Commercially available 2,3-dihaloazines

• ). Keywords: azine-fused helicenes; carbazole-based [6]helicenes; helical structures; Introduction [n]Helicenes are polycyclic aromatic molecules with nonplanar screw-shaped helical skeletons formed by n-ortho-fused benzene or other aromatic rings. Their helical structure is a consequence of the steric

• electroactive materials [52][53][54]. Carbazole-based [6]helicenes [42] and [7]helicenes [50] showed deep blue electroluminescence and have been investigated in OLED devices. Some carbazole-based [5]- and [6]helicenes have been used as visible light photoinitiators for cationic and radical polymerization [41