Nitrite selective anion receptor based on 1-methyl-1H-perimidine

Thiravidamani Senthil Pandian, Venkatesan Srinivasadesikan, Ming-Chang Lin, Jongmin Kang*

*Corresponding author for this work

Research output: Contribution to journalArticle

7 Scopus citations

Abstract

A new anion receptor 1, which utilizes only C-H hydrogen bonding have been designed and synthesized. This receptor utilizes both aromatic C-H (two perimidine C2-H, anthracene 9-H) and aliphatic C-H (two perimidine 1-methyl C-H, two benzylic C-H) as hydrogen bonding moieties. The receptor 1 is found to have considerable binding affinity for weakly basic anions even in polar solvent such as DMSO. In addition, receptor 1 is selective for nitrite. The experimental data from UV-vis, fluorescence and 1H NMR titration are consistent with theoretical studies. The order of the interaction of the C-H groups of perimidine containing receptor with NO2- anion is found to be perimidine (C-H)>methylene (C-H)>methyl (C-H)>anthracene (C-H).

Original languageEnglish
Article number26480
Pages (from-to)7782-7788
Number of pages7
JournalTetrahedron
Volume71
Issue number40
DOIs
StatePublished - 7 Oct 2015

Keywords

  • Anion receptor
  • C-H hydrogen bonds
  • Nitrite
  • Perimidine

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    Pandian, T. S., Srinivasadesikan, V., Lin, M-C., & Kang, J. (2015). Nitrite selective anion receptor based on 1-methyl-1H-perimidine. Tetrahedron, 71(40), 7782-7788. [26480]. https://doi.org/10.1016/j.tet.2015.02.091