摘要
A novel method for the preparation of chromogenic calixarenes with azo groups was reported. p-Substituted (-NO 2, -CH 3, -Cl) anilines were diazotized with isoamyl nitrite in EtONa/EtOH under refluxing condition. Fifteen mono-, bis-, tris- and tetrakis(p-substituted phenyl)azo calixarenes (including pro^xi^mal and distal isomers) were obtained respectively by diazo-coupling in different molar ratio to calixarenes (1) under pH= 7.5- 9.0 in non-aqueous solution at 0-5 ℃. 1H NMR and 13C NMR spectra of (p-substituted phenyl)azo calix^arenes indicated that they existed in cone conformation in solution.
A novel method for the preparation of chromogenic calixarenes with azo groups was reported. p-Substituted (-NO 2, -CH 3, -Cl) anilines were diazotized with isoamyl nitrite in EtONa/EtOH under refluxing condition. Fifteen mono-, bis-, tris- and tetrakis(p-substituted phenyl)azo calixarenes (including pro^xi^mal and distal isomers) were obtained respectively by diazo-coupling in different molar ratio to calixarenes (1) under pH= 7.5- 9.0 in non-aqueous solution at 0-5 ℃. 1H NMR and 13C NMR spectra of (p-substituted phenyl)azo calix^arenes indicated that they existed in cone conformation in solution.
基金
ProjectsupportedbytheNationalNaturalScienceFoundationofChina (No .90 10 10 18)andtheFoundationofStateKeyLaboratoryofBioorganicandNaturalProductsChemistryinShanghaiInstituteofOrganicChemistry ,ChineseAcademyofSciences .
