Synthesis of (p-Substituted phenyl)azo Calix[4]arenes  

作　　者：金传明 陆国元 刘芸 游效曾 王中华 吴厚铭 

机构地区：[1]DepartmentofChemistry,StateKeyLaboratoryofCoordinationChemistry,NanjingUniversity,Nanjing,Jiangsu210093,China [2]StateKeyLaboratoryofBioorganicandNaturalProductsChemistry,ShanghaiInstituteofOrganicchemis

出　　处：《Chinese Journal of Chemistry》2002年第10期1080-1087,共8页中国化学（英文版）

基　　金：ProjectsupportedbytheNationalNaturalScienceFoundationofChina (No .90 10 10 18)andtheFoundationofStateKeyLaboratoryofBioorganicandNaturalProductsChemistryinShanghaiInstituteofOrganicChemistry ,ChineseAcademyofSciences .

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.

关 键 词：chromogenic   calixarenes diazo-coupling isoamyl nitrite p-substituted aniline 

分 类 号：O625[理学—有机化学]