Synthesis, structural analysis and sensing performance of a novel spirooxazine derivative as a turn-on fluorescence probe for Cu2+ detection with high selectivity and sensitivity

IF 2.1 4区化学 Q3 CHEMISTRY, MULTIDISCIPLINARY Supramolecular Chemistry Pub Date : 2022-01-02 DOI:10.1080/10610278.2023.2221365

Weerapat Foytong, Supak Pattaweepaiboon, Narongpol Kaewchangwat, Khomson Suttisintong, W. Sirisaksoontorn

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Abstract

ABSTRACT A novel spirooxazine, MeOBnSPO, as a fluorescence probe was successfully synthesised and its molecular structure was confirmed by single crystal X-ray crystallographic and spectroscopic analyses. The sensing performance of MeOBnSPO for Cu2+ was achieved with a ‘turn-on’ fluorescent detection in acetonitrile. The results demonstrated that MeOBnSPO possessed high selectivity towards Cu2+ with a 10-fold enhancement in fluorescence intensity (λem = 544 nm) and high sensitivity at the micromolar concentration. The limit of detection was calculated to be 19.1 nM. Evidence for the ring opening reaction and 1:1 stoichiometric complexation of MeOBnSPO to Cu2+ was proven by 1H NMR titration, FT-IR, MS, and Job analyses. Moreover, a drastic change in colour from colourless to bright yellow could provide naked-eye detection for Cu2+ with rapid response. The viable test strips of MeOBnSPO were also developed for Cu2+ colorimetric detection in mixed acetonitrile – H2O (50:50 v/v). GRAPHICAL ABSTRACT

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新型螺恶嗪衍生物高选择性、高灵敏度Cu2+荧光探针的合成、结构分析及传感性能

成功合成了一种新型螺旋恶嗪MeOBnSPO作为荧光探针，并通过单晶x射线晶体学和光谱分析证实了其分子结构。MeOBnSPO对Cu2+的传感性能是通过在乙腈中“开启”荧光检测实现的。结果表明，MeOBnSPO对Cu2+具有较高的选择性，荧光强度提高10倍(λem = 544 nm)，在微摩尔浓度下具有较高的灵敏度。检出限为19.1 nM。通过1H NMR滴定，FT-IR, MS和Job分析证实了MeOBnSPO与Cu2+的开环反应和1:1的化学计量络合反应的证据。此外，从无色到亮黄色的剧烈变化可以提供快速响应的肉眼检测Cu2+。建立了MeOBnSPO比色条，用于混合乙腈-水(50:50 v/v)中Cu2+的比色检测。图形抽象

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来源期刊

Supramolecular Chemistry 化学-化学综合

CiteScore

3.60

自引率

3.00%

发文量

审稿时长

2.7 months

期刊介绍： Supramolecular Chemistry welcomes manuscripts from the fields and sub-disciplines related to supramolecular chemistry and non-covalent interactions. From host-guest chemistry, self-assembly and systems chemistry, through materials chemistry and biochemical systems, we interpret supramolecular chemistry in the broadest possible sense. Interdisciplinary manuscripts are particularly encouraged. Manuscript types include: high priority communications; full papers; reviews, and; Methods papers, techniques tutorials highlighting procedures and technologies that are important to the field. We aim to publish papers in a timely fashion and as soon as a paper has been accepted and typeset it will be published in electronic form on the Latest articles section of the website. The two most important review criteria are that the paper presents high-quality work that fits generally into the broad spectrum of activities in the supramolecular chemistry field. Under normal circumstances, Supramolecular Chemistry does not consider manuscripts that would be more suitable in a highly specialized journal. This includes, but is not limited to, those based mostly or exclusively on topics such as solid state/X-ray structures, computational chemistry, or electrochemistry. . The two most important review criteria are that the paper presents high-quality work that fits generally into the broad spectrum of activities in the supramolecular chemistry field.