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π-扩展和碗状苏曼烯-二茂铁共轭物的合成及其在高选择性和灵敏性铯阳离子电化学传感器中的应用。

Synthesis of π-extended and bowl-shaped sumanene-ferrocene conjugates and their application in highly selective and sensitive cesium cations electrochemical sensors.

作者信息

Cyniak Jakub S, Kocobolska Łucja, Bojdecka Natalia, Gajda-Walczak Aleksandra, Kowalczyk Agata, Wagner Barbara, Nowicka Anna M, Sakurai Hidehiro, Kasprzak Artur

机构信息

Faculty of Chemistry, Warsaw University of Technology, Noakowskiego Str. 3, 00-664 Warsaw, Poland.

Faculty of Chemistry, University of Warsaw, Pasteura Str. 1, 02-093 Warsaw, Poland.

出版信息

Dalton Trans. 2023 Mar 7;52(10):3137-3147. doi: 10.1039/d3dt00084b.

DOI:10.1039/d3dt00084b
PMID:36789905
Abstract

Carbon-carbon bond formation, condensation or reactions were used to synthesize novel bowl-shaped sumanene-ferrocene conjugates, along with the extended π-electron framework in good yields. For the first time, the present study uses sumanene derivatives tris-substituted at the benzylic positions as the materials to begin the study on the or the metal-catalyzed coupling reactions, Suzuki-Miyaura or Sonogashira couplings. The synthesized conjugates exhibited the property of selective recognizing cesium cations. As a result, this led to the development of highly sensitive and selective fluorescent or electrochemical sensors dedicated to the recognition of cesium cations (Cs) in water. We successfully designed the Cs electrochemical sensors, which exhibited an acceptable limit of detection (LOD) values at 0.05-0.38 μM. Spectrofluorimetry, voltammetry, and laser ablation inductively coupled plasma mass spectrometry (LA-ICP-MS) were used to perform the selectivity studies. The results revealed that the designed sensors are highly Cs-selective. This work significantly contributes to the design of new methods of sumanene modification. It also provides further information on the electrochemical properties and innovative applications of metallocene-tethered sumanene derivatives.

摘要

通过碳-碳键形成、缩合或反应,以良好的产率合成了具有扩展π电子骨架的新型碗状苏曼烯-二茂铁共轭物。本研究首次使用在苄基位置三取代的苏曼烯衍生物作为材料,开展关于[此处原文缺失部分内容]或金属催化的偶联反应,即铃木-宫浦(Suzuki-Miyaura)或薗头(Sonogashira)偶联反应的研究。合成的共轭物表现出选择性识别铯阳离子的特性。结果,这促成了用于识别水中铯阳离子(Cs)的高灵敏度和选择性荧光或电化学传感器的开发。我们成功设计了Cs电化学传感器,其检测限(LOD)值在0.05 - 0.38 μM之间,令人满意。采用荧光光谱法、伏安法和激光烧蚀电感耦合等离子体质谱法(LA-ICP-MS)进行选择性研究。结果表明,所设计的传感器对Cs具有高度选择性。这项工作对苏曼烯修饰新方法的设计有显著贡献。它还提供了关于茂金属连接的苏曼烯衍生物的电化学性质和创新应用的更多信息。

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