Abstract

A study of the decomposition reactions of benzenediazonium-2-car☐ylate, carried out in a number of mixed nucleophilic solvents, shows that a number of mechanistic pathways can operate simultaneously and can afford, in addition to products derived from benzyne, products derived from the 2-car☐yphenyl cation and the 2-car☐yphenyl radical: benzyne formation is favoured in halogenated solvents and occurs by the concerted loss of nitrogen and carbon dioxide.

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