Research Article: rac-2,2′-Bipiperidine-1,1′-diium dibromide

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.

Partial Text

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 ▶).




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