Dipyrrolyldiketone Difluoroboron Complexes: Novel Anion Sensors With C‐H⋅⋅⋅X<sup>−</sup> Interactions
書誌事項
- 公開日
- 2005-09-08
- 権利情報
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- http://onlinelibrary.wiley.com/termsAndConditions#vor
- DOI
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- 10.1002/chem.200500627
- 公開者
- Wiley
この論文をさがす
説明
<jats:title>Abstract</jats:title><jats:p>1,3‐Dipyrrolyl‐1,3‐propanediones, synthesized from pyrroles and malonyl chloride, form BF<jats:sub>2</jats:sub> complexes, which represent a new class of naked‐eye sensors for halide and oxoanions. The association mode for the interactions of both the pyrrolyl NH and bridging CH protons with anions was confirmed by <jats:sup>1</jats:sup>H NMR chemical shifts in CD<jats:sub>2</jats:sub>Cl<jats:sub>2</jats:sub> and supported by theoretical studies. The binding constants (<jats:italic>K</jats:italic><jats:sub>a</jats:sub>) were estimated as 8.1×10<jats:sup>4</jats:sup>, 2.0×10<jats:sup>3</jats:sup>, 3.3×10<jats:sup>2</jats:sup>, 1.3×10<jats:sup>4</jats:sup>, and 80<jats:sc> m</jats:sc><jats:sup>−1</jats:sup> for F<jats:sup>−</jats:sup>, Cl<jats:sup>−</jats:sup>, Br<jats:sup>−</jats:sup>, H<jats:sub>2</jats:sub>PO<jats:sub>4</jats:sub><jats:sup>−</jats:sup>, and HSO<jats:sub>4</jats:sub><jats:sup>−</jats:sup> by UV/Vis absorption spectral changes in CH<jats:sub>2</jats:sub>Cl<jats:sub>2</jats:sub>. Augmentation of <jats:italic>K</jats:italic><jats:sub>a</jats:sub> compared with dipyrrolylquinoxaline for H<jats:sub>2</jats:sub>PO<jats:sub>4</jats:sub><jats:sup>−</jats:sup> is much larger than those for other anions. Contrary to other anions, F<jats:sup>−</jats:sup> quenches the emission almost completely, which was detected by the fluorescence spectrum as well as the naked‐eye. In the case of the chloride anion complex, the formation of Cl<jats:sup>−</jats:sup>‐bridged 1D networks, in which anion is associated with two BF<jats:sub>2</jats:sub> complexes, is observed in the solid state.</jats:p>
収録刊行物
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- Chemistry – A European Journal
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Chemistry – A European Journal 11 (19), 5661-5666, 2005-09-08
Wiley