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芘并[2,1 - b]吡咯和双(芘并[2,1 - b]吡咯)作为氟离子的选择性化学传感器:一项机理研究。

Pyreno[2,1-b]pyrrole and bis(pyreno[2,1-b]pyrrole) as selective chemosensors of fluoride ion: a mechanistic study.

作者信息

Lin Chia-I, Selvi Srinivasan, Fang Jim-Min, Chou Pi-Tai, Lai Chin-Hung, Cheng Yi-Ming

机构信息

Department of Chemistry, National Taiwan University, Taipei 106, Taiwan.

出版信息

J Org Chem. 2007 Apr 27;72(9):3537-42. doi: 10.1021/jo070169w. Epub 2007 Mar 28.

Abstract

Pyreno[2,1-b]pyrrole and its dimeric derivative display excellent selectivity and sensitivity for detection of fluoride ion, in comparison with chloride, bromide, iodide, acetate, dihydrogen phosphate, hydrogen sulfate, perchlorate, nitrate, and thiocyanate ions. The hydrogen bonding with fluoride ion, both in formation and in subsequent dissociation, provides remarkable colorimetric and fluorescent changes in the visible region that are advantageous for real-time and on-site application. Detailed NMR and dynamic fluorescence spectroscopic analyses establish the associated mechanism.

摘要

与氯离子、溴离子、碘离子、乙酸根离子、磷酸二氢根离子、硫酸氢根离子、高氯酸根离子、硝酸根离子和硫氰酸根离子相比,芘并[2,1 - b]吡咯及其二聚体衍生物对氟离子的检测具有出色的选择性和灵敏度。与氟离子形成氢键以及随后氢键解离的过程,在可见光区域产生了显著的比色和荧光变化,这有利于实时和现场应用。详细的核磁共振(NMR)和动态荧光光谱分析确定了相关机制。

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