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利用一系列吡啶-2,6-二甲酰胺基支架检测硫化物离子和气态 HS。

Detection of sulfide ion and gaseous HS using a series of pyridine-2,6-dicarboxamide based scaffolds.

机构信息

Department of Chemistry, University of Delhi, Delhi 110 007, India.

出版信息

Dalton Trans. 2018 Jul 17;47(28):9536-9545. doi: 10.1039/c8dt01351a.

DOI:10.1039/c8dt01351a
PMID:29968878
Abstract

Pyridine-2,6-dicarboxamide based scaffolds with different appendages act as chemosensors for the selective detection of S2- ion, as well as gaseous H2S, in primarily aqueous media. Out of nine synthesized chemosensors, one with benzothiazole ring appendages was found to be highly selective for S2- ion and gaseous H2S. A series of spectroscopic studies confirmed that sulfide ion abstracts amidic N-H groups thus leading to the in situ generation of HS- ion, which remain bound to the pincer cavity of the resultant anionic chemosensor, and it was found that acetic acid could be used to reverse this process. It was essential for a chemosensor to feature a pincer cavity to recognize sulfide ion, whereas the sensing mechanism involved the deprotonation of the amidic N-H groups. We also illustrate the detection of sulfide ions and gaseous H2S in live cells and paper-strip sensing applications.

摘要

基于吡啶-2,6-二甲酰胺的支架带有不同的侧基,可以作为化学传感器,用于选择性地检测主要存在于水相介质中的 S2-离子以及气态 H2S。在所合成的九个化学传感器中,带有苯并噻唑环侧基的一个被发现对 S2-离子和气态 H2S 具有高度选择性。一系列光谱研究证实,硫离子会夺取酰胺基中的 N-H 基团,从而导致 HS-离子的原位生成,该离子仍然与所得阴离子化学传感器的钳子空腔结合,并且发现可以使用乙酸来逆转这个过程。化学传感器需要具有钳子空腔才能识别硫离子,而感应机制则涉及酰胺基 N-H 基团的去质子化。我们还说明了在活细胞和纸条传感应用中检测硫离子和气态 H2S 的情况。

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