A series of calix[4]pyrrole meso-substituted Schiff bases was synthesized with 5α,10α-di(4- hydroxylphenyl)calix[4]pyrrole or 5α,15β-di(4-hydroxylphenyl)calix[4]pyrrole as starting materials. The synthetic routes included alkylation with methyl a-chlroroaceate, ammonolysis with alkylene diamine, and condensation with salieylladehyde or 2-hydroxynaphthaldehyde. The crystal structures of the new calix[4]pyrroles and their Schiff bases were determined by X-ray diffraction. The coordination properties of the representative ealix[4]pyrrole Sehiff bases to transition metal ions were also investigated by UV-Vis spectra.
The functionalized calix[4]pyrrole meso-substituted Schiff bases were conveniently prepared by four- step synthetic route. Furthermore, the nickel and copper complexes of calix[4]pyrrole meso-substituted Schiff base with 1:2 stoichiometry were obtained. The crystal structures of the calix[4]pyrroles and their metal complexes were determined by X-ray diffraction.