| 萘酰氨修饰β-环糊精及其铜配合物对萘衍生物的分子识别 |
| Molecular Recognition of β-CD Modified by Naphthyloxamino Groups and Their Complexes with Copper(Ⅱ) to Naphthalene Derivatives |
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| 摘要: 用荧光光谱滴定技术分别测定了β-环糊精(1)、单-[6-(1-萘酰氨基)-乙基氨基-6-脱氧]-β-环糊精(2)、单-[6-(1-萘酰氨基)-二乙基二氨基-6-脱氧]-β-环糊精(3)及其相应的铜配合物(4、5)在25 ℃时，pH为7.20的缓冲溶液中与几种萘衍生物形成的超分子配合物的稳定常数。结果表明，化合物2、3与大部分β-萘衍生物形成超分子配合物的稳定性大于α-萘衍生物。铜键合修饰的环糊精4、5扩展了母体环糊精的键合能力，其中主体5与2-萘酚(2-NO)形成的稳定常数是母体环糊精的35倍,且引入铜(II)后，修饰环糊精的分子选择性提高。从主-客体的尺寸/形状匹配和多重识别等方面探讨了分子识别的机理。 |
| 关键词: 修饰环糊精 萘衍生物 分子识别 超分子配合物 |
| 基金项目: |
| Abstract: Two novel copper(Ⅱ) complexes of β-cyclodextrin modified by naphthyloxamino groups were synthesized. The spectrofluorometric titrations were performed to give the stability constants for the supramolecular systems formed by β-cyclodextrin(1), mono [6-(1-naphthyloxamino)ethylenediamino]-6-dexoy]-β-cyclodextrin(2), mono [6-(1-naphthyloxamino)diethylenediamino]-6-dexoy]-β-cyclodextrin(3) and their copper(Ⅱ) complexes(4,5), with several naphthalene derivatives in phosphate buffer solution (pH 7.2, 0.1 mol·L-1) at 25 ℃. The results obtained indicate that the inclusion complexes of most β-naphthalene derivatives and hosts 2,3 are more stable than those of β-naphthalene derivatives. On the other hand, copper(Ⅱ) complexes of β-CD modified by naphthyloxamino groups enhance the original binding ability of the parent β-CD. Typically, host 5 displays the highest binding ability upon inclusion complexation with 2-NO affording 35 times higher Ks value than unmodified β-CD. Additionally, the copper(Ⅱ) ion introduced in the chain enhances the molecular selectivity of modified β-cyclodextrins. The molecular recognition mechanism is discussed from the viewpoint of the size/shape-fit concept and multiple recognition. |
| Keywords: modified cyclodextrin naphthalene derivative molecular recognition supramolecular complex |
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| 赵 焱,杨自明,李正宇,李碧玉,阿 芳,毕先钧.萘酰氨修饰β-环糊精及其铜配合物对萘衍生物的分子识别[J].无机化学学报,2006,22(4):679-684. |
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