Interfacial assemblies of atypical amphiphilic porphyrins: hydrophobicity/hydrophilicity of substituents, annealing effects, and supramolecular chirality.
Interfacial assemblies of atypical amphiphilic porphyrins: hydrophobicity/hydrophilicity of substituents, annealing effects, and supramolecular chirality.
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DOI：
10.1021/la101959r
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发表时间：
2010-09
期刊：
影响因子：
--
通讯作者：
Yunfeng Qiu;Penglei Chen;Minghua Liu
中科院分区：
文献类型：
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作者：
Yunfeng Qiu;Penglei Chen;Minghua Liu
研究了8种非典型两亲性卟啉的界面分子组装体的超分子手性产生和放大。结果表明，所有的界面分子组装体都表现出很弱的或不可检测的超分子手性。有趣的是，对于那些带有亲水性取代基的卟啉，发现它们的分子组装显示出明显的超分子手性时，施加热退火处理。相反，对于那些轴承疏水取代基，形成的组件保持非手性类似的处理后。研究表明，非典型两亲物取代基的亲/疏水性对界面镜像对称性破缺的发生有重要影响。结果表明，尽管某些界面组装体表面上是非手性的，但热退火处理可以赋予它们明显的超分子手性。
Interfacial molecular assemblies of eight atypical amphiphilic porphyrins, substituted with hydrophobic or hydrophilic substituents but without long alkyl chains on their molecular skeletons, have been investigated in terms of supramolecular chiralty generation and amplification. It is found that all of the originally organized interfacial molecular assemblies display very weak or undetectable supramolecular chirality. Interestingly, for those porphyrins bearing hydrophilic substituents, it is found that their molecular assemblies display distinct supramolecular chirality when applying a thermal annealing treatment. In contrast, for those bearing hydrophobic substituents, the formed assemblies remain achiral after similar treatment. This investigation suggests that the hydrophobicity/hydrophilicity of the substituents of the atypical amphiphilies could affect the occurrence of the interfacial mirror symmetry breaking substantially. It discloses that, although some of the interfacial assemblies are superficially achiral, a thermal annealing treatment could endow them with evident supramolecular chirality.