Synthesis and mesomorphic behavior of a donor-acceptor-type hexaazatriphenylene

Org Lett. 2005 Sep 15;7(19):4075-8. doi: 10.1021/ol051231j.

Abstract

[structure: see text] A new donor-acceptor, 1,4,5,8,9,12-hexaazatriphenylene HATCNOR(n), is described. The synthesis of HATCNOR1 and HATCNOR6 is achieved by the regioselective displacement of 1,4,5,8,9,12-hexaazatriphenylene hexacarbonitrile (HATCN) with an alkoxy group. The X-ray analysis revealed self-assembly of HATCNOR1 in the solid state. HATCNOR6 is the new difunctionalized hexaazatriphenylene discotic liquid crystal.