Summary
Spectroscopic evidence shows that the flavylium cation (1) undergoes hydroxylation to form the carbinol base (2) and can also deprotonate to form the anhydro (quinonemethane) bases (3a and3b). The anhydro bases hydrate to the carbinol base. The carbinol base above pH 6, or the ionzed carbinol base (2a), undergoes diring fission to produce the cischalcone (4).
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Acknowledgment. This research was supported by a grant from the Welch Food Co., Westfield, NY.
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Chen, L.J., Hrazdina, G. Structural transformation reactions of anthocyanins. Experientia 38, 1030–1032 (1982). https://doi.org/10.1007/BF01955348
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DOI: https://doi.org/10.1007/BF01955348