Abstract
An unexpected dimerization of a cryptand L with N5 O3 donors, C33 H45 N5 O3 , was observed in aqueous solution when L was treated by hydrochloric acid in MeOH and washed with EtOH. The crystal dimerization product is a complex (H2 L2 )2+ ·2Cl- ·5HCl·18H2 O (1 ) (where the neutral dimeric cryptand L2 is C66 H90 N10 O6 ). The crystal complex L2 ·2HCl ·3H2 O (2 ) was obtained when complex 1 was neutralized with aqueous solution of NaOH. The two complexes have been characterized by X-ray diffraction, NMR and MS. The conformation of L2 in 1 is endo -endo-endo-endo , and the two nitrogen atoms of four bridgehead tertiary nitrogen atoms of L2 are protonated. However, conformation of L2 in 2 is endo -exo-endo-exo , and the L2 is neutral.
Key words
dimerization - host-guest chemistry - cryptand - crystal structure
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