Annularly functionalized dicationic benzimidazolophanes (1, 2, and 3) and benzotriazolophanes (1a, 2a, and 3a) were synthesized by alkylation followed by double quaternization.Cationic heterophanes [1] are rapidly developing classes of cyclophanes, which mimic molecular recognition events in biological systems by apolar complexation of guest molecules in aqueous solution. Some of the important application aspects of cationic heterophanes are their ability to show increased chelating effects, solubilizing power,
A facile microwave-assisted synthesis of a series of cationic cyclophanes, viz. benzimidazolophanes 3a-3f, benzotriazolophanes 3g-3j, through efficient double quaternization of the corresponding precyclophanes 1a-1j with appropriate dibromides 2a-2d in solid phase medium, is described.
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