Conversion of flavanones into chalcones in alkaline medium. Kinetic and spectroscopic studies

The conversion of flavanone and 7‐hydroxyflavanone in alkaline water and heavy water and of the same compounds and of 4′ ‐nitroflavanone in alkali‐methanolic media into the corresponding substituted chalcones was studied kinetically and spectroscopically. Treatment of kinetic data in this work and d...

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Autores principales: Nudelman, N.S., Furlong, J.J.P.
Formato: JOUR
Acceso en línea:http://hdl.handle.net/20.500.12110/paper_08943230_v4_n5_p263_Nudelman
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Sumario:The conversion of flavanone and 7‐hydroxyflavanone in alkaline water and heavy water and of the same compounds and of 4′ ‐nitroflavanone in alkali‐methanolic media into the corresponding substituted chalcones was studied kinetically and spectroscopically. Treatment of kinetic data in this work and data for the reverse reaction determined previously allowed the estimation of the partial rate coefficients for each step and of the free‐energy changes for the three systems studied. To disentangle isotope effects, the conversion of [3‐D2]‐flavanone was also studied. The present results confirm a previously suggested mechanism for the spontaneous reaction and afford essential information that may contribute to a more detailed understanding of the mechanism of the enzyme‐catalysed reaction. Copyright © 1991 John Wiley & Sons Ltd.