Publication: Anion identification using silsesquioxane cages
Issued Date
2018-01-01
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ISSN
20416539
20416520
20416520
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2-s2.0-85055885283
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Mahidol University
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SCOPUS
Bibliographic Citation
Chemical Science. Vol.9, No.40 (2018), 7753-7765
Suggested Citation
Supphachok Chanmungkalakul, Vuthichai Ervithayasuporn, Patcharaporn Boonkitti, Alisa Phuekphong, Nicha Prigyai, Sumana Kladsomboon, Suda Kiatkamjornwong Anion identification using silsesquioxane cages. Chemical Science. Vol.9, No.40 (2018), 7753-7765. doi:10.1039/c8sc02959h Retrieved from: https://repository.li.mahidol.ac.th/handle/20.500.14594/45520
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Title
Anion identification using silsesquioxane cages
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Abstract
© The Royal Society of Chemistry. Anthracene-conjugated octameric silsesquioxane (AnSQ) cages, prepared via Heck coupling between octavinylsilsesquioxane (OVS) and 9-bromoanthracene, thermodynamically display intramolecular excimer emissions. More importantly, these hosts are sensitive to each anionic guest, thereby resulting in change of anthracene excimer formation, displaying the solvent-dependent fluorescence and allowing us to distinguish up to four ions such as F−, OH−, CN− and PO43− by fluorescence spectroscopy. Depending on the solvent polarity, for example, both F− and CN− quenched the fluorescence emission intensity in THF, but only F− could enhance the fluorescence in all other solvents. The presence of PO43− results in fluorescence enhancements in high polarity solvents such as DMSO, DMF, and acetone, while OH− induces enhancements only in low polarity solvents (e.g. DCM and toluene). A picture of the anion recognizing ability of AnSQ was obtained through principal component analysis (PCA) with NMR and FTIR confirming the presence of host-guest interactions. Computational modeling studies demonstrate the conformation of host-guest complexation and also the change of excimer formation. Detection of F−, CN− and OH− by AnSQ hosts in THF is noticeable with the naked eye, as indicated by strong color changes arising from charge transfer complex formation upon anion addition.