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Probing the Reaction of N,N-Dimethyformamide Dimethyl Acetal with
Heterocycles ( IF 0.8 ) Pub Date : 2020-11-18 , DOI: 10.3987/com-20-14363
Ayman Nafady , Omran A. Omran

Recent developments in the field of sensing and recognition revealed that artificial receptors based on calix[4]arenes with π-conjugated fluorophoric or chromophoric moieties are efficient in enhancing selectivity/sensitivity as well as the binding affinity for ionic or molecular recognition. Herein, via studying the reaction of dimethylformamide dimethyl acetal (DMF–DMA) with p-tert-butylthiacalix[4]arene tetrahydrazides in three different conformers (i.e., cone, partial-cone, and 1,3-alternate), the formation of novel lower rim p-tert-butylthiacalix[4]arene derivative (cone, partial-cone, and 1,3-alternate) conformers in high yields (80, 95, and 85%, respectively) was achieved. The structure of isolated products was confirmed using different spectroscopic and analytical techniques such as FT-IR, 1H NMR, 13C NMR, and elemental analysis. Importantly, the synthesized receptors showed preferential uptakes of alkali (Na+, K+ and Cs+), heavy (Pb2+, Cd2+, Hg2+, and Ag+) and transition (Ni2+, Co2+, and Cu2+) metal ions via liquid–liquid extraction method. The finding of this work adds new compounds to the growing family of thiacalix[4]arenes and validates their high sensitivity and selectivity in detection of heavy metal ions.

中文翻译:

探讨N,N-二甲基甲酰胺二甲基缩醛与

传感和识别领域的最新进展表明,基于杯[4]芳烃与π共轭的荧光或发色部分的人工受体可有效提高选择性/敏感性以及对离子或分子识别的结合亲和力。在本文中,通过研究的二甲基甲酰胺反应二甲基缩醛(DMF-DMA)与p --butylthiacalix [4]芳烃在三个不同的构象异构体tetrahydrazides(即,锥体局部-锥体,和1,3-交替),形成新型下缘-叔丁基硫杂杯[4]芳烃衍生物(部分-以高产率(分别为80%,95%和85%)获得了1,3-交替构象异构体。使用不同的光谱和分析技术(例如FT-IR,1 H NMR,13 C NMR和元素分析)确认了分离产物的结构重要的是,合成的受体优先吸收碱金属(Na + ,K +和Cs + ),重金属(Pb 2 + ,Cd 2 + ,Hg 2+和Ag + )和过渡金属(Ni 2 + ,Co 2+ ,和Cu 2+)通过液-液萃取法获得金属离子。这项工作的发现为不断增长的硫杂杯[4]芳烃家族增加了新的化合物,并验证了它们在重金属离子检测中的高灵敏度和选择性。
更新日期:2020-11-18
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