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Journal of Chemical Sciences

, Volume 129, Issue 4, pp 471–481 | Cite as

Hydrazone derivatives appended to diphenylphosphine oxide as anion sensors

  • MARUTHAI KUMARAVEL
  • JOEL T MAGUE
  • MARAVANJI S BALAKRISHNA
Regular Article
  • 192 Downloads

Abstract

Phosphine substituted hydrazones with or without nitro substituents were synthesized and characterized by multinuclear NMR, FT-IR, UV-Vis spectroscopy and single crystal X-ray diffraction. The anion recognition properties of phosphine oxides {Ph2P(O)C6H4CHNNHPh} (2) and {Ph2P(O)C6H4 CHNNHC6H3(2,4-NO2)2} (4) with anions (F, Cl , Br , I , CH3COO and H2 \(_{2}\textit {PO}_{4}^{\mathrm {-}}\)) were investigated. The selectivity towards these anions is attributed to the hydrogen bonding capability of the NH bond. Competitive titrations have shown that the binding ability of fluoride with 4 is not influenced by the presence of other anions.

Graphical Abstract

Synthesis of hydrozone derivatives appended to phosphineoxide and anion sensing properties are described.

Keywords

Hydrazones phosphine oxides anion recognition colorimetric sensing 

Notes

Acknowledgements

The work is supported by a grant 01(2799)/14/EMR-II from CSIR, New Delhi, India. J. T. M. thanks the Louisiana Board of Regents for the purchase of the APEX CCD diffractometer, NSF-MRI grant number 1228232 for the purchase of the D8 VENTURE diffractometer and the Chemistry Department of Tulane University for support of the X-ray laboratory. MK thanks the Council of Scientific Industrial Research (CSIR), New Delhi, for Senior Research Fellowship (SRF).

Supplementary material

12039_2017_1258_MOESM1_ESM.doc (8.7 mb)
(DOC 8.66 MB)

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Copyright information

© Indian Academy of Sciences 2017

Authors and Affiliations

  1. 1.Phosphorus Laboratory, Department of ChemistryIndian Institute of Technology BombayMumbaiIndia
  2. 2.Department of ChemistryTulane UniversityNew OrleansUSA

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