Kim Dae-Sik, Chung Yun-Mi, Jun Mieun, Ahn Kyo Han
Department of Chemistry and Center for Electro-Photo Behaviors in Advanced Molecular Systems, POSTECH, San 31 Hyoja-dong, Pohang, 790-784, Republic of Korea.
J Org Chem. 2009 Jul 3;74(13):4849-54. doi: 10.1021/jo900573v.
Selective colorimetric sensing of anions in aqueous media has been studied, which involves reversible covalent bonding as key binding interactions. By introducing a simple nitro chromophore into an o-(carboxamido)trifluoroacetophenone ionophore that recognizes anions through reversible covalent bonding, we have realized a complete selectivity in colorimetric sensing of cyanide among competing anions such as fluoride, acetate, and dihydrogen phosphate in aqueous media. Such selectivity is explained by dominant reversible covalent bonding over hydrogen bonding, which leads to indirect internal charge transfer. The sensing system is readily converted into a polymeric analogue, demonstrating its potential applicability to develop a naked eye detection material for highly toxic cyanide ions.
已对水介质中阴离子的选择性比色传感进行了研究,其中涉及可逆共价键作为关键的结合相互作用。通过将一种简单的硝基发色团引入到通过可逆共价键识别阴离子的邻(羧酰胺基)三氟苯乙酮离子载体中,我们在水介质中竞争性阴离子(如氟化物、乙酸盐和磷酸二氢根)存在的情况下,实现了对氰化物比色传感的完全选择性。这种选择性是由占主导地位的可逆共价键而非氢键来解释的,这导致了间接的内部电荷转移。该传感系统很容易转化为聚合物类似物,证明了其在开发用于剧毒氰离子的肉眼检测材料方面的潜在适用性。