Molecular recognition of organic ammonium ions in solution using synthetic receptors.

Proper alignment of the bound ammonium ions with the host carbonyl dipoles is critical: In the homologous series of n -alkane amines a clear trend in stability of the complexes was observed, reaching the maximum for n -butylamine: n = 1 < 2 < 3 < 4 > 5 > 6 > 7. α,ω-Alkanediammonium ions (H 3 N + –(CH 2 ) n –NH 3 + ) are bound by CB[6] ( 131a ) with a preference for an alkyl chain length of n = 5 or 6.

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