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双硒脲衍生物对阴离子的结合作用:1H NMR 和理论研究。

Bis-Selenoureas for Anion Binding: A 1H NMR and Theoretical Study.

机构信息

Dipartimento di Scienze Chimiche e Geologiche, Università degli Studi di Cagliari, SS 554 Bivio per Sestu, 09042, Monserrato, CA, IT.

Dipartimento di Chimica e Chimica Industriale (DCCI), Università di Pisa, Via Giuseppe Moruzzi, 13, 56124, Pisa, Italy.

出版信息

Chempluschem. 2020 Jul;85(7):1389-1395. doi: 10.1002/cplu.202000260.

DOI:10.1002/cplu.202000260
PMID:32608173
Abstract

The anion binding ability of a family of bis-selenoureas L1-L3 obtained by the reaction of 1,3-bis(aminomethyl)-benzene and phenylisoselenocyanate, p-methoxyphenylisoselenocyanate and naphtylisoselenocyanate, for L1, L2, and L3, respectively, has been tested and compared to that of previously described bis-urea analogues. Results suggest that the introduction of selenium leads to an increase in the acidity of the urea NH hydrogen atoms, and therefore to a stronger affinity (more than three-fold higher) towards anion species, in particular dihydrogen phosphate, in DMSO-d . Theoretical calculations allowed for the optimization of the adducts receptors corroborating the experimental results.

摘要

由 1,3-双(氨甲基)-苯与苯异硒氰酸酯、对甲氧基苯异硒氰酸酯和萘异硒氰酸酯反应得到的一系列双硒脲 L1-L3 的阴离子结合能力已经过测试,并与之前描述的双脲类似物进行了比较。结果表明,硒的引入导致脲 NH 氢原子的酸性增强,因此对阴离子物种(特别是二氢磷酸盐)在 DMSO-d 中的亲和力更强(高出三倍以上)。理论计算允许对加合物受体进行优化,从而证实了实验结果。

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