利用吲哚-3-醛和邻硝基苯基半卡巴肼设计合成了新型含内氢键的阴离子识别受体吲哚-3-醛-邻硝基苯基半卡巴腙.利用核磁共振波谱、质谱和元素分析等手段对该受体进行了表征,利用荧光光谱滴定和核磁共振波谱滴定研究了该受体对Ac O^-,F^-,H2PO4^-,Cl^-,Br^-,I^-,HSO4^-等阴离子的识别性能.结果表明,该受体与AcO^-,F^-,H2PO4^-,Cl^-,Br^-,I^-,HSO4^-的结合常数和结合比分别是6.98,1∶2;6.85,1∶2;5.40,1∶2;13.51,1∶2;6.34,1∶1;5.40,1∶1;2.88,1∶1.该受体由于具有内氢键,与具有适当体积、碱度的Cl^-很匹配,对Cl^-具有很强的结合能力和很高的选择性.
A novel anion recognition receptor with inner hydrogen band,indole-3-aldehyde-o-nitrophenylsemicarbazone,was designed and synthesized via indole-3-aldehyde and o-nitrophenylsemicarbazide. The receptor was characterized by^ 1 H NMR,ESI-MS and elemental analysis. The anion recognition properties of this receptor with Ac O^-,F^-,H2PO4^-,Cl^-,Br^-,I^~-,HSO4^- were investigated with fluorescence and1 H NMR spectrometry,respectively. The association constants and association ratio of the receptor with Ac O^-,F^-,H2PO^-4,Cl^-,Br^-,I^-,HSO4^-are 6. 98,1 ∶ 2; 6. 85,1 ∶ 2; 5. 40,1 ∶ 2; 13. 51,1 ∶ 2; 6. 34,1 ∶ 1; 5. 40,1 ∶ 1; 2. 88,1 ∶ 1,respectively. Because the receptor with inner hydrogen band has special structure and is well matching with Cl^-having appropriate bulk and basicity,the results of the fluorescence titration and ^1 H NMR titration indicate the receptor has very strong bind capability and very high selectivity for Cl^-.