Synthesis of 9-Bromo and 9, 9'-Dibromo-3, 3'-dibenzanthronyl

3-Bromo-9-(4-chloro­benz­yl)-9H-carbazole

The title compound, C(19)H(13)BrClN, was synthesized by N-alkyl-ation of 4-chloro-1-(chloro-meth-yl)benzene with 3-bromo-9H-carbazole. The carbazole ring system is essentially planar, with a mean deviation of 0.028 Å, and it makes a dihedral angle of 91.2 (3) Å with the plane of the benzene ring.

3-Bromo-9-(4-fluoro­benz­yl)-9H-carbazole

The title compound, C(19)H(13)BrFN, was synthesized by N-alkyl-ation of 1-chloro-methyl-4-fluoro-benzene with 3-bromo-9H-carbazole. The carbazole ring system is essentially planar (r.m.s. deviation of 0.024 Å for the non-H atoms) and forms a dihedral angle of 88.2 (3)° with the benzene ring.

9-Benzyl-3-bromo-9H-carbazole

The title compound, C(19)H(14)BrN, was synthesized by the N-alkyl-ation of (chloro-meth-yl)benzene with 3-bromo-9H-carbazole. The carbazole ring system is essentially planar (r.m.s. deviation = 0.013 Å) and forms a dihedral angle of 87.1 (2)° with the phenyl ring.

9-Bromo-9-borafluorene

The title compound, C(12)H(8)BBr, crystallizes with three essentially planar mol-ecules (r.m.s. deviations = 0.018, 0.020 and 0.021Å) in the asymmetric unit: since the title compound is rigid, there are no conformational differences between these three mol-ecules. The crystal packing resembles a herringbone pattern.

Cover vol. 9, no. 3, october 2012