Shape-persistent H-bonded macrocyclic aromatic pentamers

被引：94

作者：

Fu, Haoliang ^{[1
]}

Liu, Ying ^{[2
]}

Zeng, Huaqiang ^{[2
]}

机构：

[1] Guang Dong Univ Technol, Fac Chem Engn & Light Ind, Guangzhou 510006, Guangdong, Peoples R China

[2] Natl Univ Singapore, Dept Chem, Singapore, Singapore

来源：

CHEMICAL COMMUNICATIONS | 2013年 / 49卷 / 39期

基金：

新加坡国家研究基金会;

关键词：

ONE-POT SYNTHESIS; CONFORMATION-DIRECTED MACROCYCLIZATION; DOUBLE HELICES; OLIGOAMIDE MACROCYCLES; SECONDARY STRUCTURE; AMMONIUM-IONS; FOLDAMERS; MOLECULES; OLIGOMERS; COMPLEXES;

D O I：

10.1039/c2cc36698c

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The use of multiple-center intramolecular H-bonds for the efficient construction of macrocycles of varying structures and functions is among the newest and the most noteworthy additions to the toolbox for macrocycle synthesis. This strategy has allowed the creation of sizable interior cavities as small as 2.8 angstrom and as large as 15 angstrom in radius in these H-bonded macrocycles with a number of them expressing tailor-made functions. While concentrating on our recent contributions to this fast-growing field, we will further summarize the latest advances on the design, synthesis, structure and function of these shape-persistent H-bonded macrocyclic foldamers that have helped to create a whole new dimension of scientific research, markedly expanding both the structural and functional repertoires of shape-persistent macrocycles.

引用

页码：4127 / 4144

页数：18

共 90 条

[61] Persistently Folded Circular Aromatic Amide Pentamers Containing Modularly Tunable Cation-Binding Cavities with High Ion Selectivity [J].

Qin, Bo ;

Ren, Changliang ;

Ye, Ruijuan ;

Sun, Chang ;

Chiad, Khalid ;

Chen, Xiuying ;

Li, Zhao ;

Xue, Feng ;

Su, Haibin ;

Chass, Gregory A. ;

Zeng, Huaqiang .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2010, 132 (28) :9564-9566

[62] Crystallographic Realization of the Mathematically Predicted Densest All-Pentagon Packing Lattice by C5-Symmetric "Sticky" Fluoropentamers [J].

Ren, Changliang ;

Zhou, Feng ;

Qin, Bo ;

Ye, Ruijuan ;

Shen, Sheng ;

Su, Haibin ;

Zeng, Huaqiang .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2011, 50 (45) :10612-10615

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

Ren, Changliang ;

Maurizot, Victor ;

Zhao, Huaiqing ;

Shen, Jie ;

Zhou, Feng ;

Ong, Wei Qiang ;

Du, Zhiyun ;

Zhang, Kun ;

Su, Haibin ;

Zeng, Huaqiang .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2011, 133 (35) :13930-13933

[64] Planar Macrocyclic Fluoropentamers as Supramolecular Organogelators [J].

Ren, Changliang ;

Xu, Shengyu ;

Xu, Jun ;

Chen, Hongyu ;

Zeng, Huaqiang .

ORGANIC LETTERS, 2011, 13 (15) :3840-3843

[65] Cyclic aromatic oligoamides as highly selective receptors for the guanidinium ion [J].

Sanford, AR ;

Yuan, LH ;

Feng, W ;

Yamato, K ;

Flowers, RA ;

Gong, B .

CHEMICAL COMMUNICATIONS, 2005, (37) :4720-4722

[66] Recent advances in the development of aryl-based foldamers [J].

Saraogi, Ishu ;

Hamilton, Andrew D. .

CHEMICAL SOCIETY REVIEWS, 2009, 38 (06) :1726-1743

[67] Monte Carlo study of hard pentagons [J].

Schilling, T ;

Pronk, S ;

Mulder, B ;

Frenkel, D .

PHYSICAL REVIEW E, 2005, 71 (03)

[68] Synthetic expanded porphyrin chemistry [J].

Sessler, JL ;

Seidel, D .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2003, 42 (42) :5134-5175

[69] Macrocyclic and helical oligoamides as a new class of g-quadruplex ligands [J].

Shirude, Pravin S. ;

Gillies, Elizabeth R. ;

Ladame, Sylvain ;

Godde, Frederic ;

Shin-Ya, Kazuo ;

Huc, Ivan ;

Balasubramanian, Shankar .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2007, 129 (39) :11890-+

[70] PENTAGON PACKING MODELS FOR ALL-PENTAMER VIRUS STRUCTURES [J].

TARNAI, T ;

GASPAR, Z ;

SZALAI, L .

BIOPHYSICAL JOURNAL, 1995, 69 (02) :612-618

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