摘要
通过Steglich酯化反应,利用二茂铁甲酸与2-羟基-3,6,7,10,11-五己氧基苯并菲反应,得到含有酯基二茂铁侧链的阴离子受体二茂铁甲酸-3,6,7,10,11-五己氧基苯并菲酯(R2-1),并通过红外光谱、核磁共振氢谱进行表征。利用电化学方法考察了R2-1与阴离子客体之间的相互作用。结果表明:R2-1在乙腈中对H_2PO_4~-、AcO~-和F~-有较好的识别效果,有明显的电化学信号。F~-与R2-1的结合主要依靠静电作用;AcO~-和H_2PO_4~-与R2-1的结合受到氢键和静电作用的双重影响,其中AcO~-与R2-1的结合,静电作用占主导地位,H_2PO_4~-与R2-1的结合,氢键占主导地位。
By Steglich esterification reaction between the ferrocenecarboxylic acid and 2-hydroxy-3,6,7,10,11-pentahexyloxybenzophenanthrene, the anion receptor ferrocene carboxylic acid-3, 6, 7, 10, 11-pentahexyloxybenzophenanthrene(R2-1) containing ester group-ferrocene side chain was synthesized,and its structure was characterized by IR and ~1H-NMR.The interaction between R2-1 and the anion guest was studied by the electrochemical method.The results showed that R2-1 had a good recognition performance on H_2PO_4~-,AcO~- and F~- in acetonitrile and had obvious electrochemical signal.The combination of F~- and R2-1 mainly relied on electrostatic interaction;while the combination of AcO~- or H_2PO_4~- with R2-1 were affected by both hydrogen bond and electrostatic interaction.Among them,the coordination of AcO~- and R2-1 was dominated by electrostatic interaction,whereas the coordination of H_2PO_4~- and R2-1 was dominated by hydrogen bond.
引文
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