Startseite Synthesis, structural and spectroscopic properties of asymmetric schiff bases derived from 2,3-diaminopyridine
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Synthesis, structural and spectroscopic properties of asymmetric schiff bases derived from 2,3-diaminopyridine

  • Agnieszka Pazik EMAIL logo , Beata Kamińska , Anna Skwierawska und Łukasz Ponikiewski
Veröffentlicht/Copyright: 24. Mai 2016
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Chemical Papers
Aus der Zeitschrift Chemical Papers Band 70 Heft 9

Abstract

Two Schiff base derivatives, 4-(2-amino-3-pyridyliminomethyl)phenol (I) and 3-(2-amino-3- pyridyliminomethyl)nitrobenzene (II ), were synthesised and characterised by spectroscopy. The structure of I was determined by single crystal X-ray diffraction studies. The asymmetric Schiff base derived from 2,3-diaminopyridine selectively recognise transition and heavy metal cations, and some anion. Ligands I and II form stable complexes with Cu2+, Zn2+, Pb2+, Al3+ whereas ligand I also binds F− ions. The stoichiometry for the host : cation is 1 : 1 and 2 : 1. The addition of F− ion in CH3CN to ligand I causes a colour change of the solution from colourless to yellow. The binding behaviour of ligand I towards several ions was investigated using density functional theory calculations.

Key words: asymmetric Schiff bases; X-ray crystal structure; cation complexation; fluoride; UVVISspectroscopy; 1H NMR spectroscopy

Acknowledgements

The financial support for this work received from Gdansk University of Technology, grant no. BW 020331/006 DS 020223/003 is gratefully acknowledged.The authors wish to thank Professor J. Biernat for the invaluable assistance in the implementation of research and preparation of the manuscript.

Supplementary data

Complete crystallographic data for the structure reported in this paper were deposited with the Cambridge Crystallographic Data Centre as Supplementary Publication No CCDC 988906. Copies of the data can be obtained free of charge from the CCDC, 12 Union Road, Cambridge CB2 1EZ, UK (tel.: +44-1223-336-408; fax: +44-1223-336-033, e-mail: deposit@ ccdc.cam.ac.uk).

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Received: 2015-10-26
Revised: 2016-1-21
Accepted: 2016-2-4
Published Online: 2016-5-24
Published in Print: 2016-9-1

© 2016 Institute of Chemistry, Slovak Academy of Sciences

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https://doi.org/10.1515/chempap-2016-0058
Schlagwörter für diesen Artikel
asymmetric Schiff bases; X-ray crystal structure; cation complexation; fluoride; UVVISspectroscopy; 1H NMR spectroscopy

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