(2R,2′S)-2,2′-Bipiperidine-1,1′-diium dibromide
نویسندگان
چکیده
The title compound, C10H22N2 (2+)·2Br(-), was synthesized via reduction of 2,2'-dipyridyl with Ni-Al alloy/KOH, followed by separation of diastereoisomers (meso and rac) by recrystallization from ethanol. Although the two bridging C atoms are optically active, these two chiral centers adopt an (S,R) configuration; thus, the title compound contains an achiral meso form of 2,2'-bi-piperidine. Both of the piperidinium rings adopt chair conformations, and the two N atoms are trans to each other; an inversion center is located in the mid-point of the central C-C bond. The conformation of the organic moiety resembles that of 1,1'-bi(cyclo-hexa-ne). The organic di-ammonium cations are linked to each other through hydrogen bonding with bromide counter-ions, each of which forms two hydrogen bonds (N-H⋯Br) with two adjacent organic cations, thus linking the latter together in sheets parallel to (100).
منابع مشابه
rac-2,2′-Bipiperidine-1,1′-diium dibromide
In the title compound, C(10)H(22)N(2) (2+)·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 a...
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