title: Influence of C-H···O Hydrogen Bonds on Macroscopic Properties of Supramolecular Assembly.
abstract: For CH···O hydrogen bonds in assembled structures and the applications, one of the critical issues is how molecular spatial structures affect their interaction modes as well as how to translate the different modes into the macroscopic properties of materials. Herein, coumarin-derived isomeric hydrogelators with different spatial structures are synthesized, where only nitrogen atoms locate at the ortho, meso, or para position in the pyridine ring. The gelators can self-assemble into single crystals and nanofibrous networks through CH···O interactions, which are greatly influenced by nitrogen spatial positions in the pyridine ring, leading to the different self-assembly mechanisms, packing modes, and properties of the nanofibrous networks. Typically, different cell proliferation rates are obtained on the different CH···O bonds driving nanofibrous structures, implying that tiny variation of the stereo-position of nitrogen atoms can be sensitively detected by cells. The study paves a novel way to investigate the influence of isomeric molecular assembly on macroscopic properties and functions of materials.
authors: State Key Laboratory of Metal Matrix Composites, School of Materials Science and Engineering, and ‡School of Chemistry and Chemical Technology, Shanghai Jiao Tong University , 800 Dongchuan Road, Shanghai 200240, People's Republic of China.
authors: Wei
authors: W
authors: Ji
authors: State Key Laboratory of Metal Matrix Composites, School of Materials Science and Engineering, and ‡School of Chemistry and Chemical Technology, Shanghai Jiao Tong University , 800 Dongchuan Road, Shanghai 200240, People's Republic of China.
authors: Guofeng
authors: G
authors: Liu
authors: State Key Laboratory of Metal Matrix Composites, School of Materials Science and Engineering, and ‡School of Chemistry and Chemical Technology, Shanghai Jiao Tong University , 800 Dongchuan Road, Shanghai 200240, People's Republic of China.
authors: Zijian
authors: Z
authors: Li
authors: State Key Laboratory of Metal Matrix Composites, School of Materials Science and Engineering, and ‡School of Chemistry and Chemical Technology, Shanghai Jiao Tong University , 800 Dongchuan Road, Shanghai 200240, People's Republic of China.
authors: Chuanliang
authors: C
authors: Feng
mesh_terms: D003374:Coumarins / Q000737:chemistry*; D018360:Crystallography, X-Ray; D020100:Hydrogels / Q000737:chemistry*; D006860:Hydrogen Bonding; D015394:Molecular Structure; D057139:Nanofibers / Q000737:chemistry* / Q000648:ultrastructure; D009584:Nitrogen / Q000737:chemistry; D011725:Pyridines / Q000737:chemistry; D014867:Water / Q000737:chemistry
chemical_list: D003374:Coumarins; D020100:Hydrogels; D011725:Pyridines; D014867:Water; C030123:coumarin; D009584:Nitrogen; C023666:pyridine
keywords: CH···O hydrogen bonds; coumarin; hydrogels; nanofibers; self-assembly