含2,6-吡啶酰亚胺骨架单元的[2+2]大环合成及其对金属铜(Ⅱ)的配位反应研究  

Synthesis of [2+2] macrocycle containing 2,6-diamidopyridine unit and study of the macrocycle coordination with Cu (Ⅱ)

作　　者：陈怀育 魏小康 刘兴丽[1] 朱必学[1] CHEN Huai-yu;WEI Xiao-kang;LIU Xing-li;ZHU Bi-xue(Key Laboratory of Macrocycle and Supramolecular Chemistry,Guiyang 550025,China)

机构地区：[1]贵州大学大环及超分子化学重点实验室,贵阳550025

出　　处：《化学研究与应用》2018年第4期497-501,共5页Chemical Research and Application

基　　金：教育部春晖计划项目(Z2016009)资助

摘　　要：将前体2,2-二[5'-(2'-甲酰呋喃基)]丙烷(1)与N,N'-(2-胺基苯基)-2,6-二甲酰亚胺吡啶(2)进行缩合作用得到[2+2]Schiff碱大环L,采用1H NMR、MS和FT-IR等手段对大环组成进行了表征。通过采用UV-vis吸收光谱对大环与系列金属离子配位行为考察,表明对所考察的系列金属离子中,该大环仅对铜(Ⅱ)有选择性识别作用。在DMF/H_2O(V/V,5∶1)混合溶剂中,通过UV-vis吸收光谱滴定获得大环L与铜(Ⅱ)配位反应的键合比为1∶2,配合物稳定常数为K_1=5.19×103L·mol^(-1),K_2=1.48×105L·mol^(-1)。A[2+2]Schiff base macrocycle(L)containing 2,6-diamidopyridine unit was synthesized via condensation reaction of 2,2-bis(5′-formyl-2′-furyl)propane(1)with N,N′-(2-aminophenyl)pyridine-2,6-dicarboxamide(2),and characterized by 1H NMR,MS and FT-IR spectra.The investigation for the binding behaviour of L with a series of metal ions was performed by UV-vis absorption spectra,and the results showed that the macrocycle L displayed a selective recognition for Cu(II)ion.Further evidence for the formation of a 1∶2 complex was obtained from UV-vis absorption spectroscopic titrations in DMF/H 2O(V/V,5∶1),and the stability constants of the complex were obtained(K a 1 ≈10 3 L·mol-1,K a 2≈10 5 L·mol-1).

关 键 词：SCHIFF碱 大环 合成 铜(II) 识别 

分 类 号：O626.32[理学—有机化学]