Five-Fold-Symmetric Macrocyclic Aromatic Pentamers: High-Affinity Cation Recognition, Ion-Pair-Induced Columnar Stacking, and Nanofibrillation

Described in this study is a conceptually new class of five-fold-symmetric cavity-containing planar pentameric macrocycles with their interior decorated by five convergently aligned, properly spaced carbonyl oxygen atoms. These cation-binding oxygens enclose a hydrophilic lumen of 2.85 Å in radius a...

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Published inJournal of the American Chemical Society Vol. 133; no. 35; pp. 13930 - 13933
Main Authors Ren, Changliang, Maurizot, Victor, Zhao, Huaiqing, Shen, Jie, Zhou, Feng, Ong, Wei Qiang, Du, Zhiyun, Zhang, Kun, Su, Haibin, Zeng, Huaqiang
Format Journal Article
LanguageEnglish
Published WASHINGTON American Chemical Society 07.09.2011
Amer Chemical Soc
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Summary:Described in this study is a conceptually new class of five-fold-symmetric cavity-containing planar pentameric macrocycles with their interior decorated by five convergently aligned, properly spaced carbonyl oxygen atoms. These cation-binding oxygens enclose a hydrophilic lumen of 2.85 Å in radius and thus display high-affinity binding toward alkali metal cations, and possibly many other cations, too. Arising from their high-affinity recognition of metal ions, these planar macrocycles form cation- or ion-pair-induced one-dimensional columnar aggregates, and subsequently fascinating fibrillation results.
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content type line 23
ISSN:0002-7863
1520-5126
DOI:10.1021/ja206457b