Helvetica Chimica Acta

Mechanisms of Diazo Coupling Reactions. Part XXX. N??Diazo coupling of p??chloroaniline in acetonitrile: Rate??Limiting proton transfer

JR Penton, H Zollinger

文献索引：Penton, John R.; Zollinger, Heinrich Helvetica Chimica Acta, 1981 , vol. 64, # 6 p. 1717 - 1727

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被引用次数: 9

摘要

Abstract The N-diazo coupling of p-chloroaniline with p-chlorobenzenediazonium tetrafluoroborate in acetonitrile at 30 shows non-linear base catalysis by water. The results are interpreted in terms of the SE 2 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 ω-complex to ...