1068432-29-0Relevant academic research and scientific papers
An unusual macrocyclization reagent for highly selective one-pot synthesis of strained macrocyclic aromatic hexamers
Fu, Haoliang,Chang, Hu,Shen, Jie,Yu, Lin,Qin, Bo,Zhang, Kun,Zeng, Huaqiang
, p. 3582 - 3584 (2014/04/03)
One-pot, multi-molecular macrocyclization allows the highly selective preparation of strained macrocyclic aromatic hexamers structurally stabilized by an inward-pointing continuous hydrogen-bonding network. This journal is the Partner Organisations 2014.
Patterned recognition of amines and ammonium ions by a stimuli-responsive foldamer-based hexameric oligophenol host
Sun, Chang,Ren, Changliang,Wei, Yuchen,Qin, Bo,Zeng, Huaqiang
supporting information, p. 5307 - 5309 (2013/06/27)
A stimuli-responsive hexameric oligophenol host undergoes amine-induced co-operative folding from a more fluorescent, more linear structure into less fluorescent, more curved or helically folded states, enabling easy identification and classification of the bound amine guests. The Royal Society of Chemistry 2013.
Persistently folded circular aromatic amide pentamers containing modularly tunable cation-binding cavities with high ion selectivity
Qin, Bo,Ren, Changliang,Ye, Ruijuan,Sun, Chang,Chiad, Khalid,Chen, Xiuying,Li, Zhao,Xue, Feng,Su, Haibin,Chass, Gregory A.,Zeng, Huaqiang
supporting information; experimental part, p. 9564 - 9566 (2010/09/03)
In this work, we illustrated a novel design strategy that allows systematically tunable interior properties (effective cavity size, steric crowdedness, and hydrophobicity) contained within a novel class of shape-persistent aromatic pentamers to take place on a scale below 3 A. Such finely tunable structural features are complimented by experimentally observable functional variations in ion-binding potential. Results of the selective, differential binding affinities of three circular pentamers for Li+, Na+, K+, Rb+, and Cs +, substantiated by metal-containing crystal structures and computational modeling, are detailed.
Synthesis, structural investigations, hydrogen-deuterium exchange studies, and molecular modeling of conformationally stablilized aromatic oligoamides
Yan, Yan,Qin, Bo,Ren, Changliang,Yip, Yeow Kwan,Ye, Ruijuan,Zeng, Huaqiang,Chen, Xiuying,Su, Haibin,Zhang, Dawei
supporting information; experimental part, p. 5869 - 5879 (2010/07/13)
Biasing the conformational preferences of aromatic oligoamides by internally placing intramolecular hydrogen bonds has led to a series of stably folded molecular strands. This article presents the results from extensive solid-state, solution, and computational studies on these folding oligomers. Depending on its backbone length, an oligoamide adopts a crescent or helical conformation. Surprisingly, despite the highly repetitive nature of the backbone, the internally placed, otherwise very similar intramolecular hydrogen bonds showed significantly different stabilities as demonstrated by hydrogen-deuterium exchange data. It was also observed that the hydrogen-bonding strength can be tuned by adjusting the substituents attached to the exterior of the aromatic backbones. Examining the amide hydrogen-deuterium exchange rates of trimers revealed that a six-membered hydrogen bond nearing the ester end is the weakest among all the four intramolecular hydrogen bonds of a molecule. This observation was verified by ab initio quantum mechanical calculations at the level of B3LYP/6-31G. Such a "weak point" creates the "battle of the bulge" where backbone twisting is centered, which is consistently observed in the solid-state structures of the four trimer molecules studied. In the solid state, the oligomers assemble into interesting one-dimensional structures. A pronounced columnar packing of short oligomers (i.e., dimers, trimers, and tetramer) and channel-like, potentially ion-conducting stacks of longer oligomers (i.e., tetramer, pentamer, and hexamer) were observed.
Helical organization in foldable aromatic oligoamides by a continuous hydrogen-bonding network
Yan, Yan,Qin, Bo,Shu, Yingying,Chen, Xiuying,Yip, Yeow Kwan,Zhang, Dawei,Su, Haibin,Zeng, Huaqiang
supporting information; experimental part, p. 1201 - 1204 (2009/08/07)
Introduction of a continuous internal hydrogen-bonding network suppressed the conformational flexibility of a series of oligoaromatic foldamers with a lengthened backbone. The helical ordering over up to six aromatic repeating units was established in solution by a 2D NOESY study and in the solid state by an X-ray diffraction method. Computational molecular modeling further corroborates the experimentally observed helical propagation in this class of foldable molecular strands.
Crystallographic evidence of an unusual, pentagon-shaped folding pattern in a circular aromatic pentamer
Qin, Bo,Chen, Xiuying,Fang, Xiao,Shu, Yingying,Yip, Yeow Kwan,Yan, Yan,Pan, Siyan,Ong, Wei Qiang,Ren, Changliang,Su, Haibin,Zeng, Huaqiang
supporting information; experimental part, p. 5127 - 5130 (2009/05/30)
(Figure Presented) Introduction of a continuous hydrogen-bonding network suppressed the conformational flexibility of an oligomeric backbone. Cyclization of a rigidified, suitably sized oligomer led to a circular aromatic pentamer. Its crystal structure d
