A new strategy for the synthesis of pendant benzodiazacoronands and their use as components of chromatographic stationary phases

The synthesis of a novel class of functionalized benzophanes in which a (2′-hydroxy)ethoxy pendant arm is attached to the phenyl ring is reported. The reported approach, utilizes simple starting materials, and skillful organization of the synthetic steps allows for simultaneous transforms of the macrocyclic ring and the pendant arm. Binding studies of these systems with Pd2+ and Cd2+ cations is described. A chromatographic stationary phase containing the benzodiazacoronand moiety was also synthesized, and found to interact specifically with isomeric nitrobenzene derivatives.