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New "Off-On" Responsible Fluoroionophores for Alkaline Earth Metal Ions Based on Benzo-15-crown-5 Bearing 9-Phenanthreneacetamide

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Title: New "Off-On" Responsible Fluoroionophores for Alkaline Earth Metal Ions Based on Benzo-15-crown-5 Bearing 9-Phenanthreneacetamide
Authors: Oka, Yoshikazu Browse this author
Hama, Hiroya Browse this author
Morozumi, Tatsuya Browse this author →KAKEN DB
Nakamura, Hiroshi Browse this author →KAKEN DB
Issue Date: May-2009
Publisher: Japan Society for Analytical Chemistry
Journal Title: Analytical Sciences
Volume: 25
Issue: 5
Start Page: 617
End Page: 622
Publisher DOI: 10.2116/analsci.25.617
Abstract: The photochemical behaviors of a series of 9-phenanthreneacetamide (PA) derivatives were investigated using UV, fluorescence, and 1H-NMR spectroscopy in acetonitrile solutions. To apply the electron transfer (ET) action of PA as a detecting moiety of chemosensors, 4'-(9-phenanthereneacetamido)-benzo-15-crown-5 (1) and 3'-methyl-4'-(9-phenanthreneacetamido)-benzo-15-crown-5 (2) were synthesized. After metal ion complex formation, the fluorescence intensity increased with increased concentration of the guest alkaline earth metal ions. The photochemical responses of the fluorescence intensity, as defined by the fluorescence intensity ratio (I_[max]/I_0) between free and complex of 1 for Ca2+, was determined to be 4.76. However, the addition of guest ions in a solution of 2 greatly enhanced the fluorescence intensity of 2. The I_[max]/I_0 of 2 was 16.6 for Ca2+. The efficiency of ET of PA can be tuned by adding an electron-donating group onto a suitable position; fluorescent 2 was able to read out metal ions as an "Off-On" fluorescence signal.
Type: article
URI: http://hdl.handle.net/2115/38578
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)

Submitter: 中村 博

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