Traditional hydrogen bonding donors controlled colorimetric selective anion sensing in tripodal receptors: First-naked-eye detection of cyanide by a tripodal receptor via fluoride displacement assay

Kumaresan Murugesan; Vanthana Jeyasingh; Sudha Lakshminarayanan; Selvapalam Narayanan; Lakshminarayanan Piramuthu

doi:10.1016/j.saa.2019.117238

Traditional hydrogen bonding donors controlled colorimetric selective anion sensing in tripodal receptors: First-naked-eye detection of cyanide by a tripodal receptor via fluoride displacement assay

Spectrochim Acta A Mol Biomol Spectrosc. 2019 Dec 5:223:117238. doi: 10.1016/j.saa.2019.117238. Epub 2019 Jun 19.

Authors

Kumaresan Murugesan¹, Vanthana Jeyasingh¹, Sudha Lakshminarayanan², Selvapalam Narayanan¹, Lakshminarayanan Piramuthu³

Affiliations

¹ International Research Centre, Centre for Supramolecular Chemistry, Kalasalingam University, Kalasalingam Academy of Research and Education, Anand Nagar, Krishnankoil, 626 126 Srivilliputtur, Tamil Nadu, India; Department of Chemistry, Kalasalingam Academy of Research and Education, Kalasalingam University, Anand Nagar, Krishnankoil, Srivilliputtur 626 126, Tamil Nadu, India.
² International Research Centre, Centre for Supramolecular Chemistry, Kalasalingam University, Kalasalingam Academy of Research and Education, Anand Nagar, Krishnankoil, 626 126 Srivilliputtur, Tamil Nadu, India; Department of Chemistry, Kalasalingam Academy of Research and Education, Kalasalingam University, Anand Nagar, Krishnankoil, Srivilliputtur 626 126, Tamil Nadu, India; Department of Chemistry, J.P. College of Arts & Science, Agarakattu, Ayikudi 627852, Tamil Nadu, India.
³ International Research Centre, Centre for Supramolecular Chemistry, Kalasalingam University, Kalasalingam Academy of Research and Education, Anand Nagar, Krishnankoil, 626 126 Srivilliputtur, Tamil Nadu, India. Electronic address: [email protected].

PMID: 31299615
DOI: 10.1016/j.saa.2019.117238

Abstract

Here in we report tris (3-aminopropyl) amine based tripodal receptors L, L¹ and L² which were functionalized with 4-nitrophenyl moieties having thio-urea, amide and sulfonamide as hydrogen bonding moieties respectively, shows a strong selectivity towards cyanide. A competitive colorimetric assay with L in the presence of fluoride ion suggests that the cyanide ion is much capable of displacing the bound fluoride, showing a sharp distinguishable color change. To the best of our knowledge, this is the first example of a naked-eye detection of cyanide via fluoride displacement assay by a tripodal receptor and such a displacement phenomenon is not observes in the cases of L¹ and L², instead the receptor L¹ binds nitrate and cyanide; L² binds dihydrogen phosphate and cyanide. Using this assay, we have proposed an AND logic gate using L·F^- and CN^-.

Keywords: Anions receptors; Colorimetric anion sensor; Supramolecular chemistry.