Self‐Assembly of Pyridinium‐Functionalized Anthracenes: Molecular‐Skeleton‐Directed Formation of Microsheets and Microtubes |
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| Authors: | Dr. Jun Hu Peiyi Wang Prof. Yuan Lin Prof. Jidong Zhang Dr. Mark Smith Dr. Perry J. Pellechia Prof. Song Yang Prof. Baoan Song Prof. Qian Wang |
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| Affiliation: | 1. Department of Chemistry and Biochemistry, University of South Carolina, Columbia, SC, 29208 (USA);2. State Key Lab Breeding Base of Green Pesticide & Agricultural Bioengineering Center for R&D of Fine Chemicals, Guizhou University, Guiyang, 550025 (P.R. China);3. State Key Lab of Polymer Physics and Chemistry, Changchun Institute of Applied Chemistry, Chinese Academy of Sciences, Changchun, 130022 (P.R. China) |
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| Abstract: | Two amphiphilic regioisomers, 9‐AP (1‐[11‐(9‐anthracenylmethoxy)‐11‐oxoundecyl]pyridinium bromide), and 2‐AP (1‐[11‐(2‐anthracenyl methoxy)‐11‐oxoundecyl]pyridinium bromide), were synthesized and their assembly behaviors were studied. Due to the anisotropic features of the anthracene structure, different substituted positions on the anthracene ring lead 9‐AP and 2‐AP to adapt “shaver” and “spatula”‐like molecular shapes, respectively, which consequently dictate the structure of their final assemblies. While “shaver”‐shaped 9‐AP assembled into microsheets, driven by π–π interactions, “spatula”‐shaped 2‐AP assembled into microtubular structures, promoted primarily by charge‐transfer interactions. |
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| Keywords: | amphiphiles charge transfer molecular engineering pi– pi interactions self‐assembly |
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