Photoexcited inclusion complexes of .beta.-naphthol with .alpha.-, .beta.-, and .gamma.-cyclodextrins in aqueous solutions

Photoexcited inclusion complexes of .beta.-naphthol with .alpha.-, .beta.-, and .gamma.-cyclodextrins in aqueous solutions
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水溶液中 β-萘酚与 α-、β-和 γ-环糊精的光激发包合物

DOI:
10.1021/j100219a030
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发表时间:
1982
期刊:
The Journal of Physical Chemistry
影响因子:
--
通讯作者:
H. Shizuka
H. Shizuka
中科院分区:
--
文献类型:
--
作者:
T. Yorozu;M. Hoshino;M. Imamura;H. Shizuka

文献摘要

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用光学吸收光谱、荧光光谱和圆二色光谱研究了β-、β-和β-环糊精(CDx's)与β-萘酚(Naph)包合物的结构差异。荧光研究表明,β-萘酚在α-CDx空腔中非常松散地堆积,而在α-CDx空腔中紧密堆积。质子解离的速率显着压抑的列入,特别是在案件的CDx列入。这些事实,沿着Corney-Pauling-Koltun(CPK)分子模型和CD研究,表明β-萘酚的羟基隐藏在-CDx空腔中,而萘基大部分暴露于水相。碘离子对包合物的荧光猝灭速率与CDx空腔大小有关。结果表明,β-萘酚中不仅萘基对电子转移猝灭起重要作用,羟基也对电子转移猝灭起重要作用。
Structural differences among inclusion complexes of-, ß-, and-cyclodextrins (CDx’s) with/3-naphthol (Naph) were studied by means of optical absorption, fluorescence, and circular dichroism (CD) spectrometry. The fluorescence study revealed that/3-naphthol is very loosely packed in a-CDx cavity, whereas it is tightly packed in a/3-CDx cavity. The rate of proton dissociation is markedly depressed by inclusion, particularly inthe case of-CDx inclusion. These facts, along with Corney-Pauling-Koltun (CPK) molecular model and CD studies, suggest that the hydroxy] group of/3-naphthol is hidden in the-CDx cavity, while the naphthyl group is largely exposed to a water phase. It is also found that the rate of fluorescence quenching of the inclusion complexes by iodide ion is dependent on the CDx cavity size. It is shown that not only the naphthyl group but also the hydroxyl group of/3-naphthol plays an important role in the electron-transfer quenching.