A built-in route leading to a self-inclusion complex of 6(A),6(B)-(bis-O-p-allyloxyphenyl)hexakis(2,3-di-O-methyl)-alpha-cylodextrin

被引：4

作者：

Chen, Z ^{[1
]}

Bradshaw, JS ^{[1
]}

Habata, Y ^{[1
]}

Lee, ML ^{[1
]}

机构：

[1] TOHO UNIV,FAC SCI,DEPT CHEM,FUNABASHI,CHIBA 274,JAPAN

来源：

JOURNAL OF HETEROCYCLIC CHEMISTRY | 1997年 / 34卷 / 03期

关键词：

D O I：

10.1002/jhet.5570340342

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Hexakis(2,3-di-O-methyl)-alpha-cyclodextrin was treated with 2,4-dimethoxybenzene-1,5-disulfonyl chloride to give 6(A),6(B)-di-O-sulfonated product 5 in only a 3.0% yield. When treated with sodium p-allyloxyphenoxide, 5 gave 6(A),6(B)-(bis-O-p-allyloxyphenyl)hexakis(2,3-di-O-methyl)-alpha-cyclodextrin (6) in a 57% yield. A careful H-1 nmr analysis of 6 shows that one of the allyloxphenyl groups is in the a-cyclodextrin cavity. This is the first intramolecular complex formed from a modified a-cyclodextrin. Molecular modeling was used to explain the experimental facts. A novel built-in route leading to a self-inclusion alpha-cyclodextrin complex is proposed for this reaction.

引用

页码：983 / 987

页数：5

共 12 条

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