Novel colorimetric anion sensors based on N-acetylglyoxylic amides containing nitrophenyl signalling units

Venty Suryanti; Mohan Bhadbhade; Har Mohindra Chawla; Ethan Howe; Pall Thordarson; David StC Black; Naresh Kumar

doi:10.1016/j.saa.2013.11.108

Novel colorimetric anion sensors based on N-acetylglyoxylic amides containing nitrophenyl signalling units

Spectrochim Acta A Mol Biomol Spectrosc. 2014:121:662-9. doi: 10.1016/j.saa.2013.11.108. Epub 2013 Dec 4.

Authors

Venty Suryanti¹, Mohan Bhadbhade², Har Mohindra Chawla³, Ethan Howe⁴, Pall Thordarson⁴, David StC Black⁴, Naresh Kumar⁵

Affiliations

¹ School of Chemistry, The University of New South Wales, Sydney, NSW 2052, Australia; Department of Chemistry, The University of Sebelas Maret, Surakarta, Jawa Tengah 57126, Indonesia.
² Mark Wainwright Analytical Centre, The University of New South Wales, Sydney, NSW 2052, Australia.
³ Department of Chemistry, Indian Institute of Technology, New Delhi 110016, India.
⁴ School of Chemistry, The University of New South Wales, Sydney, NSW 2052, Australia.
⁵ School of Chemistry, The University of New South Wales, Sydney, NSW 2052, Australia. Electronic address: n.kumar@unsw.edu.au.

PMID: 24368286
DOI: 10.1016/j.saa.2013.11.108

Abstract

N-acetylglyoxylic amides 4 and 5 bearing pendant 4-nitrophenyl and 2,4-dinitrophenyl groups respectively were synthesized and evaluated as anion sensors. A crystal structure of 4 was obtained by X-ray crystallography. Compounds 4 and 5 behaved as colorimetric sensors for CN(-) and F(-), and exhibited naked eye-detectable color changes upon the addition of these anions. The chromogenic properties of 4 and 5 were assessed by UV-Vis and (1)H NMR spectroscopy.

Keywords: Anion receptors; Colorimetric sensors; Deprotonation; Glyoxylamides; Hydrogen bonding.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Amides / chemistry*
Anions / analysis*
Colorimetry / methods*
Crystallography, X-Ray
Magnetic Resonance Spectroscopy
Molecular Conformation
Nitrophenols / chemistry*
Protons
Spectrophotometry, Ultraviolet

Substances

Amides
Anions
Nitrophenols
Protons