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Synthesis of Antiviral Tetrahydrocarbazole Derivatives by Photochemical and Acid-catalyzed C-H Functionalization via Intermediate Peroxides (CHIPS)
Published on: June 20, 2014
2,7-Bis(2-nitro-phen-yl)-9-octyl-9H-carbazole
Norma Wrobel1, Dieter Schollmeyer, Heiner Detert
1University Mainz, Duesbergweg 10-14, 55099 Mainz, Germany.
Abstract:
The title compound, C(32)H(31)N(3)O(4), was obtained in a Suzuki coupling of carbazole diboronic acid and bromo-nitro-benzene. In the crystal, the mol-ecule adopts a non-symmetric conformation. The carbazole ring system is approximately planar [maximum deviation from the least-squares plane = 0.039 (2) Å]. The planes of the carbazole unit and the benzene rings subtend dihedral angles of 48.42 (7) and 41.81 (6)°. The dihedral angles between the planes of the nitro-phenyl rings and the nitro groups are 44.34 (19) and 61.64 (15)°. The crystal is built from two strands of parallel mol-ecules with inter-digitated octyl chains. These strands are symmetry related by a twofold screw axis.
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