Date Published: June 01, 2011
Publisher: International Union of Crystallography
Author(s): Marju Laars, Kerti Ausmees, Marina Kudrjashova, Tõnis Kanger, Franz Werner.
In the title compound, C10H22N22+·2Br−, a precursor in the synthesis of organocatalysts, the bipiperidinium ion is located on a twofold rotation axis which passes through the mid-point of the central C—C bond. The piperidinium ring adopts a chair conformation. In the crystal, the cations are linked together by Br− ions through N—H⋯Br hydrogen bonds, forming layers parallel to the ab plane.
For the synthesis, see: Krumholz (1953 ▶); Herrmann et al. (2006 ▶). For the application of N-substituted enantiopure derivatives of the title compound in organocatalysis, see: Laars et al. (2008 ▶). For details of the CuII–catalysed Henry reaction, see: Noole et al. (2010 ▶). For related structures, see: Sato et al. (1982 ▶); Baran et al. (1992a ▶,b ▶); Intini et al. (2008 ▶).