MOLECULAR SELF-ASSEMBLY THROUGH HYDROGEN-BONDING - SUPRAMOLECULAR AGGREGATES BASED ON THE CYANURIC ACID.MELAMINE LATTICE

被引：260

作者：

SETO, CT ^{[1
]}

WHITESIDES, GM ^{[1
]}

机构：

[1] HARVARD UNIV,DEPT CHEM,CAMBRIDGE,MA 02138

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 1993年 / 115卷 / 03期

关键词：

D O I：

10.1021/ja00056a014

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Reaction of the tris(melamine) derivatives hubM3 (C6H3-1,3,5-[CONHC6H4-3-N(CH2C6H4-4-C(CH3)3) COC6-H-3-2-NHC3N3(NH2)(NHCH2CH2C(CH3)3)-5-Br]3) and flexM3 (C6H3-1,3,5-[CO2(CH2)3OCOC6H4-2-NHC3N3(NH2)(N-HCH2CH2(CH3)3)]3) with R'CA (neohexyl isoyanurate) and R''CA (3,3,3-triphenylpropyl isocyanurate) in CHCl3, respectively, yields structurally well-defined supramolecular aggregates hubM3(R'CA)3 and flexM3(R''CA)3. These structures were characterized using H-1 NMR, C-13 NMR, and UV spectroscopy, gel permeation chromatography, and vapor pressure osmometry. flexM3 is a conformationally flexible analog of hubM3. The greater degree of preorganization that is built into the molecular structure of hubM3 compared to flexM3 makes hubM3(R'CA)3 a more stable aggregate than flexM3(R''CA)3. These self-assembling structures are the first step in a program to design, synthesize, and develop methods to characterize supramolecular complexes that are held together by networks of noncovalent interactions.

引用

页码：905 / 916

页数：12

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