Synthesis of (p -Substituted phenyl) azo Calix [4] arenes
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摘要:
A novel method for the preparation of chromogenic calixarenes with azo groups was reported, p-Substituted ( - NO2, - CH3,- Cl) anilines were diazotized with isoamyl nitrite in EtONa/EtOH under refluxing condition. Fifteen mono-, bis-, tris- and tetrakis(p-substituted phenyl)azo calix[4]arenes (including proximal and distal isomers) were obtained respectively by diazo-coupling in different molar ratio to calix[4]arenes (1) under pH = 7.5-9.0 in non-aqueous solution at 0-5 ℃. 1H NMR and13c NMR spectra of (p-subsstituted phenyl) azo calix[4]-arenes indicated that they existed in cone conformation in solution.