Vezse Panna, Gede Martin, Golcs Ádám, Huszthy Péter, Tóth Tünde
Department of Organic Chemistry and Technology, Budapest University of Technology and Economics, Szent Gellért Sq. 4, H-1111 Budapest, Hungary.
Advanced Membranes and Porous Materials Center, Physical Science and Engineering Division, King Abdullah University of Science and Technology, Thuwal 23955-6900, Saudi Arabia.
Molecules. 2024 Mar 1;29(5):1121. doi: 10.3390/molecules29051121.
Because of environmental impact, there is a great need for chemosensors, especially for toxic heavy metals such as lead. The conventional instrumental analytical techniques rarely provide an available real-time sensing platform, thus the development of highly selective and stable synthetic chemosensor molecules is of great importance. Acridono-18-crown-6 ethers have such properties, and much research has proven their outstanding applicability in various supramolecular devices. In this present work, we aimed to enable their covalent immobilization capability by synthesizing functionalized derivatives while preserving the favored molecular recognition ability. Several new macrocycle analogues were synthesized, while synthetization difficulties and design aspects were also dealt with. The selectivity of the macrocycle analogues was studied using UV-Vis spectroscopy and compared with that of the parent compounds. The ultimate crown ether derivative showed high Pb-selectivity, reversibility (decomplexation by extraction with water) and stability.
由于环境影响,对化学传感器有很大需求,尤其是对于铅等有毒重金属的传感器。传统的仪器分析技术很少能提供可用的实时传感平台,因此开发高选择性和稳定的合成化学传感器分子非常重要。吖啶并 - 18 - 冠 - 6醚具有这样的特性,许多研究已证明它们在各种超分子器件中具有出色的适用性。在本工作中,我们旨在通过合成功能化衍生物来实现它们的共价固定能力,同时保留其良好的分子识别能力。合成了几种新的大环类似物,同时也处理了合成困难和设计方面的问题。使用紫外 - 可见光谱研究了大环类似物的选择性,并与母体化合物的选择性进行了比较。最终的冠醚衍生物表现出高铅选择性、可逆性(通过用水萃取进行解络合)和稳定性。