1,4-Dihexyloxy-2,5-bis(2-nitrophenyl)benzene

Abstract

The title compound, C30H36N2O6, was prepared via twofold Suzuki coupling of a diboronic acid with bromo­nitro­benzene. The mol­ecule is located on a crystallographic inversion centre. The lateral benzene ring and the central ring make a dihedral angle of 48.75 (14)° and the nitro group is twisted by 41.47 (13)° out of the plane of the benzene ring. The nitro and hex­yloxy groups are in close proximity and the hex­yloxy chain adopts an all-anti conformation.

6,12-Bis(hexyloxy)-5H,11H-indolo[3,2-b]carbazole

“…For the synthesis and structure of the starting material, see: Wrobel et al (2012). For the Cadogan reaction, see: Cadogan (1962,1969).…”

“…6,12-Dihexyloxyindolo[3,2-b]carbazole was prepared from 1,4-dihexyloxy-2,5-bis(2-nitrophenyl)benzene (Wrobel et al 2012) via Cadogan cyclization. In a microwave reactor tube 400 mg of the dinitro-compound were mixed with triethyl phosphite (4 ml) and irradiated (300 W, 483 K) for 15 min.…”