Research Article: 12,12′-[2,2′-Oxybis(ethane-2,1-di­yl)bis­(­oxy)]bis­[(Rp)-4-bromo­[2.2]paracyclo­phane]

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.

Partial Text

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 ▶).




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