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Issue 4, 1987
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Flavanoids. Part 6. The kinetics and mechanism of base-catalysed isomerisation of 3-arylideneflavanones

Abstract

Base-catalysed ZE conversion of 3-arylideneflavanones provide a unique system suitable for kinetic studies by 1H n.m.r. spectroscopy. Isomerisation studies of 10 enones in [2H5] pyridine showed that a first-order unimolecular reaction was taking place. The Hammett σ–ρ relationship is not adequate to accommodate the substituent effect on rate in the case of p- and m-nitro-3-benzylidene derivatives. The unusual case of the nitro substituent is discussed.

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Article information


J. Chem. Soc., Perkin Trans. 2, 1987, 449-452
Article type
Paper

Flavanoids. Part 6. The kinetics and mechanism of base-catalysed isomerisation of 3-arylideneflavanones

D. D. Dhavale, P. Joshi and K. G. Marathe, J. Chem. Soc., Perkin Trans. 2, 1987, 449
DOI: 10.1039/P29870000449

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