Synthesis and Characterization of Anils Exhibiting Thermochromism
T. K. Venkatachalam A C , Gregory K. Pierens B and David Reutens AA Centre for Advanced Imaging, The University of Queensland, Brisbane, Qld 4072, Australia.
B Centre for Magnetic Resonance, The University of Queensland, Brisbane, Qld 4072, Australia.
C Corresponding author. Email: t.venkatachalam@uq.edu.au
Australian Journal of Chemistry 63(8) 1272-1282 https://doi.org/10.1071/CH09579
Submitted: 5 November 2009 Accepted: 18 March 2010 Published: 10 August 2010
Abstract
Several Schiff bases containing a hydroxy naphthyl moiety and substituted pyridyl groups were synthesized. The pyridyl substituted Schiff bases were isolated as a single stable tautomer at room temperature. High-resolution proton and carbon NMR spectroscopy showed that these compounds exist as keto tautomers. The Schiff bases showed extraordinary stability and did not convert to the enol tautomer, even at high temperatures. Most of the compounds exhibited thermochromic properties.
Acknowledgement
This research was funded by a Program Grant from the National Health and Medical Research Council of Australia.
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