Steric effects on controlling of photoinduced electron transfer action of anthracene modified benzo-15-crown-5 by complexation with Mg2+ and Ca2+
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概要
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Benzo-crown ether based chemosensors linked by an amide bond at the 1-, 2- or 9-positions ofanthracene rings were synthesized. Their complexation behavior with alkaline earth metal ionsin acetonitrile was investigated using fluorescence, UV, and 1H-NMR spectroscopy. In theabsence of a metal ion, all compounds showed only very slight fluorescence emissions(fluorescence ‘off’ state) because of intramolecular charge/electron transfer process. After thecomplex formation with Mg2+ and Ca2+, however, only the 2-position analogue gave afluorescence ‘on’ response by inhibiting the photoinduced electron transfer. Because 2-positioned anthracene was free from steric hindrance of the crown ether ring, a strongly bentcomplex structure was formed with Mg2+ and Ca2+, which induced a breakdown of π-conjugation between the amide moiety and the benzene ring.
- 2011-07-01
著者
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Morozumi T
Research Faculty Of Environmental Earth Science Hokkaido University
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Morozumi Tatsuya
Section Of Materials Science Faculty Of Environmental Earth Science Hokkaido University
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