Date Published: April 01, 2011
Publisher: International Union of Crystallography
Author(s): Bing Hong, Yudao Ma, Wenzeng Duan, Fuyan He, Lei Zhao.
The title compound, C36H36Br2O3, was synthesized from (Rp)-4-bromo-12-hydroxy[2.2]paracyclophane and oxydiethane-2,1-diyl bis(4-methylbenzenesulfonate). The crystal packing exhibits a short O⋯Br interaction [Br⋯O = 3.185 (3) Å] and a weak intermolecular C—H⋯O contact.
The title compound is an important intermediate in the application of paracyclophanes, especially used as ligands in asymmetric catalysis. For the structure of [2.2]paracyclophane, see: Singer & Cram (1963 ▶); Gibson & Knight (2003 ▶); Rivera et al. (2011 ▶). For bis(diphenylphosphino)-[2.2]paracyclophane, see: Pye et al. (1997 ▶). For the application of salen ligands based on [2.2]paracyclophane as asymmetic ligands, see: Dahmen & Bräse (2002 ▶); Bräse & Höfener (2005 ▶); Lauterwasser et al. (2006 ▶). For the synthesis of (Rp)-4-bromo-12-hydroxy[2.2]paracyclophane, see: Jiang & Zhao (2004 ▶).