Helvetica Chimica Acta p. 1717 - 1727 (1981)
Update date:2022-08-11
Topics:
Penton, John R.
Zollinger, Heinrich
The N-diazo coupling of p-chloroaniline with p-chlorobenzenediazonium tetrafluoroborate in acetonitrile at 30 deg shows non-linear base catalysis by water.The results are interpreted in terms of the SE2 mechanism with rate-limiting proton loss at low base concentration; it is postulated, moreover that the reaction proceeds via transition states in which varying degrees of H-bonding from the amine and the intermediate ?-complex to different water species influence the initial step and the base catalysis.
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