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Hokkaido University Collection of Scholarly and Academic Papers >
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Steric effects on controlling of photoinduced electron transfer action of anthracene modified benzo-15-crown-5 by complexation with Mg2+ and Ca2+
| Title: | Steric effects on controlling of photoinduced electron transfer action of anthracene modified benzo-15-crown-5 by complexation with Mg2+ and Ca2+ |
| Authors: | Kim, Jeongsik Browse this author | | Oka, Yoshikazu Browse this author | | Morozumi, Tatsuya Browse this author | | Choi, Eun Wha Browse this author | | Nakamura, Hiroshi Browse this author |
| Keywords: | Photoinduced electron transfer | | Anthracene | | Steric effect | | Chemosensor | | Benzo-15-crown-5 |
| Issue Date: | 1-Jul-2011 |
| Publisher: | Elsevier Ltd |
| Journal Title: | Tetrahedron |
| Volume: | 67 |
| Issue: | 26 |
| Start Page: | 4814 |
| End Page: | 4819 |
| Publisher DOI: | 10.1016/j.tet.2011.05.042 |
| Abstract: | Benzo-crown ether based chemosensors linked by an amide bond at the 1-, 2- or 9-positions of anthracene rings were synthesized. Their complexation behavior with alkaline earth metal ions in acetonitrile was investigated using fluorescence, UV, and 1H-NMR spectroscopy. In the absence of a metal ion, all compounds showed only very slight fluorescence emissions (fluorescence ‘off’ state) because of intramolecular charge/electron transfer process. After the complex formation with Mg2+ and Ca2+, however, only the 2-position analogue gave a fluorescence ‘on’ response by inhibiting the photoinduced electron transfer. Because 2- positioned anthracene was free from steric hindrance of the crown ether ring, a strongly bent complex structure was formed with Mg2+ and Ca2+, which induced a breakdown of π- conjugation between the amide moiety and the benzene ring. |
| Relation: | http://www.sciencedirect.com/science/journal/00404020 |
| Type: | article (author version) |
| URI: | http://hdl.handle.net/2115/46902 |
| Appears in Collections: | 環境科学院・地球環境科学研究院 (Graduate School of Environmental Science / Faculty of Environmental Earth Science) > 雑誌発表論文等 (Peer-reviewed Journal Articles, etc)
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Submitter: 中村 博
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