Spectral investigation of the effect of anion on the stability of non covalent assemblies of 2,3,5,6,8,9,11,12-octahydro-1,4,7,10,13-benzopentaoxacyclopentadecine (benzo-15-crown-5) with sodium halides

Namrata Ghildiyal; Geeta Joshi Nee Pant; M S M Rawat; Khushboo Singh

doi:10.1016/j.saa.2016.07.044

Spectral investigation of the effect of anion on the stability of non covalent assemblies of 2,3,5,6,8,9,11,12-octahydro-1,4,7,10,13-benzopentaoxacyclopentadecine (benzo-15-crown-5) with sodium halides

Spectrochim Acta A Mol Biomol Spectrosc. 2017 Jan 15:171:507-514. doi: 10.1016/j.saa.2016.07.044. Epub 2016 Aug 1.

Authors

Namrata Ghildiyal¹, Geeta Joshi Nee Pant², M S M Rawat³, Khushboo Singh⁴

Affiliations

¹ Department of Chemistry, H. N. B. Garhwal University, Srinagar (Garhwal), Uttarakhand 246174, India. Electronic address: namoo_doon@yahoo.co.in.
² Department of Chemistry, H. N. B. Garhwal University, Srinagar (Garhwal), Uttarakhand 246174, India. Electronic address: geeta.joshi4@gmail.com.
³ Department of Chemistry, H. N. B. Garhwal University, Srinagar (Garhwal), Uttarakhand 246174, India.
⁴ Department of Physics, H.N. B. Garhwal University, Srinagar (Garhwal), Uttarakhand 246174, India.

PMID: 27591702
DOI: 10.1016/j.saa.2016.07.044

Abstract

A series of complexes of 2,3,5,6,8,9,11,12-octahydro-1,4,7,10,13-benzopentaoxacyclopentadecine (benzo-15-crown-5) with sodium halides was synthesized in acetonitrile. The effect of anion on the stability and spectral properties of complexes of benzo-15-crown-5 with sodium halides was investigated. The synthesis of complexes of sodium fluoride and sodium chloride are reported for the first time. Chloroform was used as solvent to study the assembly in solution state by ¹H and ¹³C NMR techniques. Single crystal diffraction studies on the easily crystallizable bromide complex confirmed 1:1 stoichiometry of the complex. IR and Raman studies provided valuable evidence for a water molecule shared between the crown encapsulated cation and the counter ion to give a solvent shared ion pair (SSIP). The fluorescence spectra of the complexes were obtained in chloroform by excitation at 270nm to study the effect of complexation on the fluorescent properties of benzo-15-crown-5.

Keywords: Anion; Benzo-15-crown-5; Fluorescence; Halides; Na(+); Non-covalent.