Synthesis and Properties of Functionalized Schiff Bases of 5α,10α-Di(4-hydroxylphenyl)calix[4]pyrrole and 5α,15β-Di(4-hydroxylphenyl)calix[4]pyrrole

doi:10.1007/s40242-014-4292-7

Abstract

Abstract:

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 α-chlroroaceate, ammonolysis with alkylene diamine, and condensation with salicylladehyde 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 calix[4]pyrrole Schiff bases to transition metal ions were also investigated by UV-Vis spectra.

Key words: Calix[4]pyrrole, Schiff base, Macrocycle, Crystal structure, UV-Vis spectroscopy

HAN Ying, SUN Juanjuan, WANG Genliang, YAN Chaoguo. Synthesis and Properties of Functionalized Schiff Bases of 5α,10α-Di(4-hydroxylphenyl)calix[4]pyrrole and 5α,15β-Di(4-hydroxylphenyl)calix[4]pyrrole[J]. Chemical Research in Chinese Universities, 2014, 30(6): 919-924.

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