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Synthesis of (p—Substituted phenyl)azo Calix[4] arenes
引用本文:金传明,陆国元,刘芸,游效曾,王中华,吴厚铭.Synthesis of (p—Substituted phenyl)azo Calix[4] arenes[J].中国化学,2002,20(10):1080-1087.
作者姓名:金传明  陆国元  刘芸  游效曾  王中华  吴厚铭
作者单位:[1]DepartmentofChemistry,StateKeyLaboratoryofCoordinationChemistry,NanjingUniversity,Nanjing,Jiangsu210093,China [2]StateKeyLaboratoryofBioorganicandNaturalProductsChemistry,ShanghaiInstituteofOrganicchemis
基金项目: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(-NO2,-CH3,-Cl)amilines were diazotized with isoamyl nitrite in EtONa/EtOH under refluxing condition.Fifteen mono-,bis-,tris-and tetrakis(p-substituted phenyl)azo calix4]arenes (including proximal and distal isomers) were obtainged respectively by diazo-coupling in different molar ratio to calix4]arenes(1) under pH=7.5-9.0 in non-aqueous solution at 0-5℃.^1H NMR and ^13C NMR spectra of (p-substtituted phenyl)azo calix4]-arenes indicated that they existed in cone conformation in solution.

关 键 词:杯[4]芳烃  合成  取代苯基  结构  核磁共振

Synthesis of (p-Substituted phenyl)azo Calix[4]arenes
JIN,Chuan-Ming a,b LU,Guo-Yuan,a LIU,Yun aYOU,Xiao-Zeng a WANG,Zhong-Hua c WU,Hou-Ming c a.Synthesis of (p-Substituted phenyl)azo Calix[4]arenes[J].Chinese Journal of Chemistry,2002,20(10):1080-1087.
Authors:JIN  Chuan-Ming a  b LU  Guo-Yuan  a LIU  Yun aYOU  Xiao-Zeng a WANG  Zhong-Hua c WU  Hou-Ming c a
Institution:JIN,Chuan-Ming a,b LU,Guo-Yuan,a LIU,Yun aYOU,Xiao-Zeng a WANG,Zhong-Hua c WU,Hou-Ming c aDepartment of Chemistry,State Key Laboratory of Coordination Chemistry,Nanjing University,Nanjing,Jiangsu 210093,China b
Abstract: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 calix4]arenes (including proximal and distal isomers) were obtained respectively by diazo‐coupling in different molar ratio to calix4]arenes (1) under pH = 7.5–9.0 in non‐aqueous solution at 0‐5 °C. 1H NMR anduC NMR spectra of (α‐substituted phenyl)azo calix4]‐arenes Indicated that they existed in cone conformation in solution.
Keywords:chromogenic  calixarenes  diazo-coupling  isoamyl nitrite  p-substituted aniline  
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