TAILOR-MADE HOST FOR PIPERAZINE AND RELATED AMINES

被引:6
作者
HOSS, R [1 ]
VOGTLE, F [1 ]
机构
[1] UNIV BONN,INST ORGAN CHEM & BIOCHEM,GERHARD DOMAGK STR 1,W-5300 BONN 1,GERMANY
来源
CHEMISCHE BERICHTE-RECUEIL | 1993年 / 126卷 / 04期
关键词
DIAMINE; HOST-GUEST CHEMISTRY; MACROCYCLE; SUPRAMOLECULAR CHEMISTRY; RECEPTOR MOLECULE; SYNTHETIC;
D O I
10.1002/cber.19931260421
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The 38-membered bis-catechol 4b is obtained by cyclisation of the diacyl dichloride 3c with the diamine 2b in 45% yield, whereas a 68-membered octalactam 7 is formed under similar conditions from 5 and 1b. Bis-catechol 4b is a selective host compound for piperazine (8) and the structurally related diamine 9. Association constants for the 1:1 complexes have been measured by H-1-NMR titration experiments. A nucleo-base guest (pterine, 24) was extracted into a hydrochloric acid phase by complex formation with the host 4b. The results are compared with solubility and transport experiments obtained by use of analogous macrobicyclic tris-catechol hosts.
引用
收藏
页码:1003 / 1009
页数:7
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