Bis(hydroxy-isoindolinone)s: Synthesis, Stereochemistry, Polymer Chemistry, and Supramolecular Assembly

被引:5
作者
Colquhoun, Howard M. [1 ]
Zhu, Zhixue [1 ]
Cardin, Christine J. [1 ]
White, Andrew J. P. [2 ]
Drew, Michael G. B. [1 ]
Gan, Yu [1 ]
机构
[1] Univ Reading, Dept Chem, Reading RG6 6AD, Berks, England
[2] Univ London Imperial Coll Sci Technol & Med, Dept Chem, London SW7 2AZ, England
基金
英国工程与自然科学研究理事会;
关键词
ETHER-IMIDE-SULFONES; AROMATIC INTERACTIONS; MOLECULAR SHUTTLE; CRYSTAL-STRUCTURE; COMPLEX; COORDINATION; RECEPTORS; BINDING;
D O I
10.1021/ol101338m
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Pseudoacid chlorides of 2,5-bis(4-fluorobenzoyl) terephthalic acid and 4,6-bis(4-fluorobenzoyl) isophthalic acid condense with primary amines to afford diastereomeric bis(hydroxyindolinone)s in good isolated yields and with diamines to give high molecular weight poly(hydroxyindolinone)s. Bis-N-pyrenemethyl bis(hydroxyindolinone)s assemble, even in dipolar solvents such as DMSO, with macrocyclic diimide-sulfones to give [3]pseudorotaxanes stabilized by electronically complementary aromatic pi-pi-stacking and shape-complementary van der Waals interactions.
引用
收藏
页码:3756 / 3759
页数:4
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