N-acetylglyoxylic amide bearing a nitrophenyl group as anion receptors: NMR and X-ray investigations on anion binding and selectivity

作者：Suryanti Venty; Bhadbhade Mohan; Black David StC; Kumar Naresh^*

来源：Journal of Molecular Structure, 2017, 1146: 571-576.

DOI：10.1016/j.molstruc.2017.05.133

• Anion receptors
• Anion binding
• Glyoxylamide
• Hydrogen bonds

N-Nitrophenylglyoxylic amides 1 and 2 in presence of tetrabutylammonium cation (TBA) act as receptors for anions HSO4-, Cl-, Br- and NO3- as investigated by NMR studies. The receptors formed 1:1 host-guest complexes in solution. X-ray structure of 1 along with TBA that bind a chloride anion is reported. Molecule I showed the highest selectivity for HSO4- anion over others measured. X-ray structure of the bound Cl- revealed a pocket containing the anion making strong (N-H center dot center dot center dot Cl) and weak hydrogen bonds (C-H center dot center dot center dot CI) that contribute to the recognition of the chloride anion. N-H and C-H hydrogen bonds resulted in a relatively strong binding for chloride ions.

• 出版日期2017-10-15