Synthesis and properties of a new series of Trogerophanes

被引:23
作者
Ibrahim, AA [1 ]
Matsumoto, M [1 ]
Miyahara, Y [1 ]
Izumi, K [1 ]
Suenaga, M [1 ]
Shimizu, N [1 ]
Inazu, T [1 ]
机构
[1] Kyushu Univ, Fac Sci, Dept Chem, Higashi Ku, Fukuoka 812, Japan
关键词
D O I
10.1002/jhet.5570350139
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A new series of macrocyclic compounds with one or two Troger base skeletons has been synthesized by condensing mono-, di-, tri-, and teraethyleneglycol bis(p-aminophenoxy) ethers with formalin in the presence of concentrated hydrochloric acid in ethanol at room temperature for 13 days. This simple one-step cyclization provided 19 in remarkably high yield (46%) and 17, 18, and 20 in yields reflecting the strain of the rings and statistical factors. Complexation with lithium thiocyanate was observed for 20, the structure of which was elucidated by X-ray crystallography.
引用
收藏
页码:209 / 215
页数:7
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