Macrocycles Containing Nitrogen Heterocycles 11*. Calixarene Type Macrocycles Based on m-bis(imidazo[1,5-D°]quinoxalin-4(5H)-on-1-yl)benzene for the Encapsulation of Organic Guest Molecules

被引：0

作者：

Mamedov, V. A. ^{[1
]}

Gubaidullin, A. T. ^{[1
]}

Khafizova, E. A. ^{[1
]}

Samigullina, A. I. ^{[1
]}

Bauer, I. ^{[2
]}

Habicher, W. D. ^{[2
]}

机构：

[1] Russian Acad Sci, Kazan Sci Ctr, AE Arbuzov Inst Organ & Phys Chem, Kazan 420088, Russia

[2] Tech Univ Dresden, Inst Organ Chem, D-01062 Dresden, Germany

来源：

CHEMISTRY OF HETEROCYCLIC COMPOUNDS | 2014年 / 50卷 / 02期

基金：

俄罗斯基础研究基金会;

关键词：

m-bis(3-phenylimidazo[1,5-a] quinoxalin-4(5H)-on-1-yl) benzene; 3,3 '-dibromomethyl-4-methoxybenzophenone; alkylation; encapsulation; macrocyclization; X-ray structural analysis; NMR spectroscopy; ELECTROCHEMICAL PROPERTIES; DERIVATIVES; BINDING; COMPLEXATION;

D O I：

10.1007/s10593-014-1466-7

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The interaction of m-bis(3-phenylimidazo[1,5-a]quinoxalin-4(5De)-on-1-yl)benzene and 3,3'-dibromo-methyl-4-methoxybenzophenone in DMSO or DMF in the presence of t-BuOK or K2CO3, respectively, led to the formation of heterocyclophanes as a result of N,N'-alkylation according to the schemes [1+1] and [2+2] in up to 86% total yield, and the main product from [1+1] N,N'-alkylation was formed in a 57% yield. It was established by X-ray structural analysis that the crystal structure of this product consisted of two independent diastereomeric molecules, and their macroheterocyclic cores were described by an enantiomeric relationship with the accuracy down to the position of the methoxy group in the phenyl fragment.

引用

页码：237 / 245

页数：9

共 32 条

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