Journal
BIOORGANIC CHEMISTRY
Volume 30, Issue 1, Pages 32-52Publisher
ACADEMIC PRESS INC ELSEVIER SCIENCE
DOI: 10.1006/bioo.2001.1231
Keywords
decarboxylation; amine catalysis; imine; No Barrier Theory; calculation of rate constants
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Rate constants for decarboxylation of acetoacetic acid. its anion, and its imine with aminoacetonitrile have been calculated from equilibrium constants and distortion energies using No Barrier Theory. The mechanisms of decarboxylation of both acetoacetic acid and its imine involve preequilibrium formation of the zwitterion. (C) 2002 Elsevier Science (USA).
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