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Zwitterionic Corroles: Regioselective Nucleophilic Pyridination of a Doubly Linked Biscorrole |
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| Authors: | Satoru Hiroto Naoki Aratani Dr. Naoki Shibata Prof. Dr. Yoshiki Higuchi Prof. Dr. Takahiro Sasamori Dr. Norihiro Tokitoh Prof. Dr. Hiroshi Shinokubo Prof. Dr. Atsuhiro Osuka Prof. Dr. |
| Affiliation: | 1. Department of Applied Chemistry, Graduate School of Engineering, Nagoya University, Nagoya 464‐8603 (Japan), Fax: (+81)?52‐789‐5113;2. Department of Chemistry, Graduate School of Science, Kyoto University, Kyoto 606‐8502 (Japan), Fax: (+81)?75‐753‐3970;3. Graduate School of Life Science, University of Hyogo, Hyogo 678‐1297 (Japan);4. The RIKEN Spring‐8 Center, Hyogo 678‐5248 (Japan);5. Institute for Chemical Research, Kyoto University, Kyoto 611‐0011 (Japan) |
| Abstract: | Pyridine attacks : Nucleophilic addition of pyridine derivatives to a doubly linked corrole, which is a stable singlet biradical species, occurs at the bay area with high regioselectivity to provide zwitterionic dimers (see picture; Ar=C6F5). Charge transfer between the anionic corrole and the pyridinium groups induces effective fluorescence quenching of the corrole dimer, which can be utilized for selective fluoride ion recognition.  |
| Keywords: | anion sensing biradicals corroles nucleophilic addition porphyrinoids |