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A Solid‐State Fluorescent Host System with a 21‐Helical Column Consisting of Chiral (1R,2S)‐2‐Amino‐1,2‐diphenylethanol and Fluorescent 1‐Pyrenecarboxylic Acid
Authors:Yoshitane Imai Dr  Katuzo Murata  Kakuhiro Kawaguchi  Tomohiro Sato  Nobuo Tajima Dr  Reiko Kuroda Dr  Yoshio Matsubara Dr
Institution:1. Department of Applied Chemistry, Faculty of Science and Engineering, Kinki University, 3‐4‐1 Kowakae, Higashi‐Osaka 577‐8502, Japan, Fax: (+81)?6‐6727‐2024;2. JST ERATO‐SORST Kuroda Chiromorphology Team, 4‐7‐6 Komaba, Meguro‐ku, Tokyo, 153‐0041, Japan;3. First‐Principles Simulation Group, Computational Materials Science Center, NIMS, Sengen, Tsukuba, Ibaraki, 305‐0047, Japan;4. Department of Life Sciences, Graduate School of Arts and Sciences, The University of Tokyo, 3‐8‐1 Komaba, Meguro‐ku, Tokyo, 153‐8902, Japan
Abstract:A solid‐state fluorescent host system was created by self‐assembly of a 21‐helical columnar organic fluorophore composed of (1R,2S)‐2‐amino‐1,2‐diphenylethanol and fluorescent 1‐pyrenecarboxylic acid. This host system has a characteristic 21‐helical columnar hydrogen‐ and ionic‐bonded network. Channel‐like cavities are formed by self‐assembly of this column, and various guest molecules can be included by tuning the packing of this column. Moreover, the solid‐state fluorescence of this host system can change according to the included guest molecules. This occurs because of the change in the relative arrangement of the pyrene rings as they adjust to the tuning of the packing of the shared 21‐helical column, according to the size of the included guest molecules. Therefore, this host system can recognize slight differences in molecular size and shape.
Keywords:crystal engineering  fluorescence  helical structures  host–  guest systems  supramolecular chemistry
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