1129-15-3Relevant academic research and scientific papers
Persistent Organic Nanopores Amenable to Structural and Functional Tuning
Wei, Xiaoxi,Zhang, Guoqing,Shen, Yi,Zhong, Yulong,Liu, Rui,Yang, Na,Al-Mkhaizim, Fayez Y.,Kline, Mark A.,He, Lan,Li, Minfeng,Lu, Zhong-Lin,Shao, Zhifeng,Gong, Bing
, p. 2749 - 2754 (2016)
Rigid macrocycles 2, which share a hybrid backbone and the same set of side chains while having inner cavities with different inward-pointing functional groups, undergo similar nanotubular assembly as indicated by multiple techniques including 1H NMR, fluorescence spectroscopy, and atomic force microscopy. The formation of tubular assemblies containing subnanometer pores is also attested by the different transmembrane ion-transport behavior observed for these macrocycles. Vesicle-based stopped-flow kinetic assay and single-channel electrophysiology with planar lipid bilayers show that the presence of an inward-pointing functional (X) group in the inner cavity of a macrocyclic building block exerts a major influence on the transmembrane ion-transporting preference of the corresponding self-assembling pore. Self-assembling pores with inward-pointing amino and methyl groups possess the surprising and remarkable capability of rejecting protons but are conducive to transporting larger ions. The inward-pointing groups also resulted in transmembrane pores with a different extent of positive electrostatic potentials, leading to channels having different preferences for transporting chloride ion. Results from this work demonstrate that synthetic modification at the molecular level can profoundly impact the property of otherwise structurally persistent supramolecular assemblies, with both expected tunability and suprisingly unusual behavior.
Synthesis of a crescent aromatic oligothioamide and its high selectivity in recognizing copper(II) ions
Jiang, Qian,He, Lu-Tao,Luo, Shun-Zhong,Yang, Yan-Qiu,Yang, Liang,Feng, Wen,Yuan, Li-Hua
, p. 881 - 884 (2013)
Functionalization of shape-persistent aromatic oligoamides still represents a difficult task nowadays. A crescent aromatic oligothioamide was synthesized by simple thionation of the corresponding oligoamide with the Lawesson's reagent. The results from UV
Liquid-Crystalline Mesogens Based on Cyclo[6]aramides: Distinctive Phase Transitions in Response to Macrocyclic Host–Guest Interactions
Li, Xiaowei,Li, Bao,Chen, Long,Hu, Jinchuan,Wen, Chengdanyang,Zheng, Qingdong,Wu, Lixin,Zeng, Huaqiang,Gong, Bing,Yuan, Lihua
, p. 11147 - 11152 (2015)
Producing macrocyclic mesogens that are responsive to guest encapsulation presents a significant challenge. Cyclo[6]aramides, a type of macrocycle with a hydrogen-bond-constrained backbone, exhibit thermotropic lamellar, discotic nematic, hexagonal, and r
Fabrication of poly(p-phenylenebenzobisoxazole) film using a soluble poly(o -alkoxyphenylamide) as the precursor
Fukumaru, Takahiro,Saegusa, Yusuke,Fujigaya, Tsuyohiko,Nakashima, Naotoshi
, p. 2088 - 2095 (2014/04/17)
Poly(p-phenylenebenzobisoxazole) (PPBO) is a polymer having the most excellent thermal properties among the organic polymers reported to date, and the design and the preparation of PPBO with the desired shape and form are expected to provide novel PPBO-ba
Two-component supramolecular gels derived from amphiphilic shape-persistent cyclo[6]aramides for specific recognition of native arginine
He, Youzhou,Xu, Min,Gao, Rongzhao,Li, Xiaowei,Li, Fengxue,Wu, Xuedan,Xu, Dingguo,Zeng, Huaqiang,Yuan, Lihua
supporting information, p. 11834 - 11839 (2015/04/16)
A unique supramolecular two-component gelation system was constructed from amphiphilic shape-persistent cyclo[6]aramides and diethylammonium chloride (or triethylammonium chloride). This system has the ability to discriminate native arginine from 19 other
Nonaggregational shape-persistent cyclo[6]aramide and its macrocyclic effect toward binding secondary ammonium salts in moderately polar media
Hu, Jinchuan,Chen, Long,Ren, Yi,Deng, Pengchi,Li, Xiaowei,Wang, Youjia,Jia, Yiming,Luo, Jian,Yang, Xinshi,Feng, Wen,Yuan, Lihua
supporting information, p. 4670 - 4673 (2013/10/08)
Simply by introducing steric side chains, the shape-persistent cyclo[6]aramides were found to exhibit nonaggregational behavior and strong association (3 × 104 M-1) ability in acetone for binding secondary ammonium salt. The complexa
Strong aggregation and directional assembly of aromatic oligoamide macrocycles
Yang, Yongan,Feng, Wen,Hu, Jinchuan,Zou, Shuliang,Gao, Rongzhao,Yamato, Kazuhiro,Kline, Mark,Cai, Zhonghou,Gao, Yi,Wang, Yibing,Li, Yibao,Yang, Yanlian,Yuan, Lihua,Zeng, Xiao Cheng,Gong, Bing
supporting information; scheme or table, p. 18590 - 18593 (2012/01/31)
Aromatic oligoamide macrocycles exhibit strong preference for highly directional association. Aggregation happens in both nonpolar and polar solvents but is weakened as solvent polarity increases. The strong, directional assembly is rationalized by the co
Synthesis of crescent aromatic oligoamides
Yuan, Lihua,Sanford, Adam R.,Feng, Wen,Zhang, Aimin,Zhu, Jin,Zeng, Huaqiang,Yamato, Kazuhiro,Li, Minfeng,Ferguson, Joseph S.,Gong, Bing
, p. 10660 - 10669 (2007/10/03)
This article describes the synthetic procedures for the preparation of crescent (and helical) aromatic oligoamides developed in recent years in our laboratory. The large-scale preparation of a variety of monomers derived from various tetrasubstituted benzenes is presented. Three different strategies for constructing various oligomers consisting of meta- and meta/para-linked benzene residues are discussed. Factors affecting coupling efficiency and yields are analyzed. The developed synthetic methods have provided the basis for the preparation of longer oligomers and for the development of solid-phase synthesis.
Highly efficient, one-step macrocyclizations assisted by the folding and preorganization of precursor oligomers
Yuan, Lihua,Feng, Wen,Yamato, Kazuhiro,Sanford, Adam R.,Xu, Dingguo,Guo, Hua,Gong, Bing
, p. 11120 - 11121 (2007/10/03)
Highly efficient, one-step macrocyclizations leading to the formation of macrocyclic hexa(aramides) in high yields (69-82%) are described. The one-step macrocyclizations were facilitated by the preorganization or folding of the backbones of uncyclized pre
Novel folding patterns in a family of oligoanthranilamides: Non-peptide oligomers that form extended helical secondary structures
Hamuro, Yoshitomo,Geib, Steven J.,Hamilton, Andrew D.
, p. 10587 - 10593 (2007/10/03)
Anthranilamide derivatives are used as the basis for a series of novel oligomers that fold into helical secondary structures in the solid state. When combined with pyridine-2,6-dicarboxylic acid and 4,6-dimethoxy-1,3-diaminobenzene subunits, oligoanthrani
