MOLECULAR SELF-ASSEMBLY THROUGH HYDROGEN-BONDING - SUPRAMOLECULAR AGGREGATES BASED ON THE CYANURIC ACID.MELAMINE LATTICE
MOLECULAR SELF-ASSEMBLY THROUGH HYDROGEN-BONDING - SUPRAMOLECULAR AGGREGATES BASED ON THE CYANURIC ACID.MELAMINE LATTICE
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DOI：
10.1021/ja00056a014
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发表时间：
1993-02-10
影响因子：
15
通讯作者：
WHITESIDES, GM
中科院分区：
文献类型：
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作者：
SETO, CT;WHITESIDES, GM
三(三聚氰胺)衍生物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)和FlexM3(C6H3-1，3，5-[CO2(CH2)3OCOC6H4-2-NHC3N3(NH2)(N-HCH2CH2(CH3)3)]3)在三氯甲烷中分别与R‘CA(新己基异氰尿酸酯)和R’CA(3，3，3-三苯丙基异氰尿酸酯)反应，得到了结构明确的超分子聚集体hubM3(R‘CA)3和fleM3(R’‘CA)3。这些结构用H-1核磁共振、C-13核磁共振、紫外光谱、凝胶渗透色谱和蒸汽压渗透压法进行了表征。FlexM3是一种构象灵活的HubM3类似物。与fleM3相比，hubM3的分子结构中具有更大的预组织化程度，这使得hubM3(R‘CA)3成为比fleM3(R’CA)3更稳定的聚集体。这些自组装结构是设计、合成和开发方法表征通过非共价相互作用网络连接在一起的超分子化合物的第一步。
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.