基于香豆素的比色化学传感器的硫代羰基类似物的合成:改变Fe对Hg(ii)和Cu(ii)离子的选择性

IF 2.5 3区 化学 Q2 CHEMISTRY, MULTIDISCIPLINARY
Stiaan Schoeman, Neliswa Mama and Lisa Myburgh
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引用次数: 0

摘要

劳森的试剂是一种硫代化合物,可以通过用硫取代氧原子将羰基转化为硫代羰基类似物。本文利用Lawesson试剂成功地将酯功能化香豆素化合物S1a和S2a与硫原子进行单取代和双取代。注意到内酯羰基首先被取代,得到单取代类似物S1b和S2b,然后形成双取代衍生物S1c和S2c。以二氯甲烷-石油醚混合物为流动相,采用制备型薄层色谱对硫代化合物进行分离。利用核磁共振和红外光谱对从硫离子化反应中分离出来的化合物进行了鉴定和确认。然后在乙腈溶剂体系中测试了硫代类似物作为金属离子检测的潜在化学传感器。结果显示出独特的选择性,未取代衍生物对Fe2+和Fe3+具有选择性。相比之下,单取代和双取代衍生物对Hg2+和Cu2+具有选择性,表明这些化合物作为这些金属离子的化学传感器具有广阔的应用前景。
本文章由计算机程序翻译,如有差异,请以英文原文为准。

Synthesis of thiocarbonyl analogues of colourimetric coumarin-based chemosensors: altering the selectivity from Fe to Hg(ii) and Cu(ii) ions†

Synthesis of thiocarbonyl analogues of colourimetric coumarin-based chemosensors: altering the selectivity from Fe to Hg(ii) and Cu(ii) ions†

Lawesson's reagent is a thionating compound that can convert a carbonyl group into a thiocarbonyl analogue by replacing oxygen atoms with sulphur. Herein, ester-functionalised coumarin compounds S1a and S2a were successfully mono-substituted and disubstituted with sulphur atoms using Lawesson's reagent. It was noted that the lactone carbonyl was first substituted, resulting in the mono-substituted analogues S1b and S2b, followed by the formation of disubstituted derivatives S1c and S2c. The thionated compounds were separated using preparative TLC with a dichloromethane: petroleum ether mixture as the mobile phase. NMR and FT-IR spectroscopies were utilised to identify and confirm the compounds isolated from the thionation reaction. The thioanalogues were then tested as potential chemosensors for metal ion detection in an acetonitrile solvent system. The results showed unique selectivities, with the unsubstituted derivatives displaying selectivities for Fe2+ and Fe3+. In contrast, the mono-substituted and disubstituted derivatives were selective for Hg2+ and Cu2+, demonstrating the prospective applications of these compounds as chemosensors for these metal ions.

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来源期刊
New Journal of Chemistry
New Journal of Chemistry 化学-化学综合
CiteScore
5.30
自引率
6.10%
发文量
1832
审稿时长
2 months
期刊介绍: A journal for new directions in chemistry
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