The Meerwein Reaction. Catalysis by Cuprous Chloride - Journal of

Soc. , 1955, 77 (19), pp 5090–5092. DOI: 10.1021/ja01624a041. Publication Date: October 1955. ACS Legacy Archive. Cite this:J. Am. Chem. Soc. 77, 19...
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JAY

[COXTRIBUTIOS FROM

THE

K. KOCHI

hIALLISCKRODT

The Meerwein Reaction.

CHEMICAL

VOl. 77

LABORATORIES, HARVARD UNIVERSITY]

Catalysis by Cuprous Chloride

BY J A Y K. Kocm RECEIVED MARCH7 , 1955 The Meerwein reaction which previously had been postulated as being a cupric-catalyzed reaction is shown to be a cuprouscatalyzed reaction. This reaction is thus mechanistically put into the same category as the Sandmeyer reaction in the reactions of aromatic diazonium salts.

The hleerwein reaction’ can be formulated in its most general form as the reaction of an aromatic diazonium halide with an aliphatic unsaturated compound to yield substituted a-halo-P-phenyl alkanes and alkenes ArNnY-

+ >C=C
C=C