引用本文:
张有明, 王爱霞, 冷艳丽, 王雅琳, 魏太保. 间苯二甲酰腙衍生物的合成及阴离子识别[J]. 应用化学,
2009, 26(11): 1253-1258.
Citation: ZHANG You-Ming, WANG Ai-Xia, LENG Yan-Li, WANG Ya-Lin, WEI Tai-Bao. 1,3-Benzyldiacyl Hydrazone Tweezers Receptors:Synthesis and Anions Recognition Properties[J]. Chinese Journal of Applied Chemistry, 2009, 26(11): 1253-1258.
Citation: ZHANG You-Ming, WANG Ai-Xia, LENG Yan-Li, WANG Ya-Lin, WEI Tai-Bao. 1,3-Benzyldiacyl Hydrazone Tweezers Receptors:Synthesis and Anions Recognition Properties[J]. Chinese Journal of Applied Chemistry, 2009, 26(11): 1253-1258.
间苯二甲酰腙衍生物的合成及阴离子识别
摘要:
设计合成了3种新型间苯二甲酰腙类化合物,利用UV-V is及1H NMR等测试技术考察了其与F-、Cl-、Br-、I-、CH3COO-、HSO4-、H2PO4-、ClO4-等阴离子之间的相互作用。结果表明,主体分子4a(双对硝基苯并呋喃甲醛间苯二甲酰腙)在DMSO溶液中对F-和CH3COO-有显著识别效果,溶液颜色由黄色分别变为深黄色和棕红色。通过1H NMR表征及质子溶剂效应进一步证明,主体分子与阴离子之间是以氢键作用方式相结合。Job曲线表明,主客体间形成1:1型氢键络合物。基于实验结果,探讨了主客体间形状和体积匹配对识别能力的影响以及主客体之间的识别模式。
English
1,3-Benzyldiacyl Hydrazone Tweezers Receptors:Synthesis and Anions Recognition Properties
Abstract:
Three novel 1,3-benzyldiacyl hydrazone derivatives(4a～4c) were designed and synthesized.The binding properties of the receptor with anions such as F-,Cl-,Br-,I-,CH3COO-,HSO4-,H2PO4- and ClO4- in DMSO were investigated by UV-Vis and 1H NMR.As a result,receptor 4a(1,3-benzyldi(4-nitropheyl-2-furfuraldehyde) methacylhydrazone) can recognize anions through hydrogen bonding in DMSO solutions.A clear color change was observed from yellow to dark yellow and pale red upon addition of F-and CH3COO-.1H NMR titration and solvation effect confirm hydrogen bonding interaction between the receptor and the anions.Job curve indicates that a 1:1 stoichiometry complex is formed between the receptor and the two kinds of anions.Based on the above results,the recognition binding mode was discussed.The molecular recognition ability was discussed in terms of the size and shape-fit as well as the recognition model between host and guest molecules.
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