Concerted general acid catalysis in the reaction of acetate ion with water-soluble carbodi-imide
- 1 January 1980
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Chemical Communications
- No. 1,p. 25-27
- https://doi.org/10.1039/c39800000025
Abstract
An intermediate, identified as an O-acetylisourea, is observed spectroscopically in the reaction of a water-soluble carbodi-imide with acetate buffers; a stepwise mechanism for intermediate formation as currently accepted is excluded by the observation of general acid catalysis, while acetate ion attack on carbodi-imide is concerted with proton transfer, and monoanions of dicarboxylic acids react with carbodi-imide with intramolecular concerted proton transfer.Keywords
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