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作 者:欧敏[1] 邓雅欣[1] 王芳芳[1] 朱纯[1] 张奇龙[2] 朱必学[1]
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 [2]贵阳医学院化学教研室,贵阳550004
出 处:《有机化学》2013年第8期1798-1803,共6页Chinese Journal of Organic Chemistry
基 金:国家自然科学基金(No.21061003);贵州省自然科学基金(No.[2012]2151)资助项目~~
摘 要:在Ba2+离子诱导作用下,采用前体二醛1[1,2-双(2'-甲酰苯氧基)乙烷]和前体二胺2[间苯二酚-双(4-胺基苯基)醚]进行缩合,得到[1+1]Schiff碱大环化合物3,进一步将大环3还原得大环4,用1H NMR,IR,质谱和元素分析等对其组成进行了表征.采用X射线衍射技术测定了大环3和相应的还原产物4的晶体结构.结构解析结果表明,大环3的分子呈折叠结构,4表现为扭曲的非叠结构.采用UV-vis光谱技术,对大环与系列稀土离子的键合作用进行了考察,结果表明,大环化合物3对镧(Ⅲ)离子具有选择性识别作用.进一步采用Job法确定了大环3与镧(Ⅲ)离子配位作用的键合比为1∶1,键合常数为7.59×103.[1+1] Schiff base macrocyclic compound 3 has been synthesized from precursor 1 [1,2-bis(2'-formacylphenoxy)ethane] and precursor 2 [2-resorcinol-bis(4-aminophenyl)ether] via condensation and cyclization using Ba2+ as template. The macrocycle 3 was further reduced giving macrocyclic compound 4, and the structures were characterized by tH NMR, IR, MS and elemental analysis, respectively. The X-ray single crystal analysis reveals that the maerocycle 3 has a folding structure, and 4 shows a twisted unfolding structure. The study for the reaction of the macrocyclic compound 3 or 4 with a series of the rare earth ions is performed by UV-Vis absorption spectra technique, and the results show that the macrocycle 3 displayed a selective recognition for La3+ ion. Moreover, the JOB plot exhibited a 1 :1 (host : guest) stoichiometry between the host 3 and La3+, and the binding constant (K) was determined using UV-vis titration method, K=7.59×10^3.
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