Efficient and selective synthesis of crownopaddlanes possessing two cyclobutane rings and exclusive complexation of lithium

被引：28

作者：

Inokuma, S ^{[1
]}

Takezawa, M ^{[1
]}

Satoh, H ^{[1
]}

Nakamura, Y ^{[1
]}

Sasaki, T ^{[1
]}

Nishimura, J ^{[1
]}

机构：

[1] Gunma Univ, Dept Chem, Kiryu, Gumma 3768515, Japan

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1998年 / 63卷 / 17期

关键词：

D O I：

10.1021/jo9801521

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A new type of Crown compounds (crownopaddlanes) bearing two cyclobutane rings were efficiently and selectively prepared by means of intramolecular [2 + 2] photocycloaddition of appropriate styrene derivatives, which was successfully carried out in cyclohexane under irradiation through a Pyrex filter. Crownopaddlanes 4a, 5, and 6 exclusively and quantitatively extracted Li+ on the solid-liquid extraction. Upon the competitive extraction, 4a showed the highest selectivity toward Li+ over Na+ and K+ (Li+/Na+ = 610, Li+/K+ = 976). The structural factors working in the complexation of the crownopaddlane were examined by X-ray crystallographic analysis.

引用

页码：5791 / 5796

页数：6

共 22 条

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