Abstract
Chloroarylation of unsaturated compounds with arenediazonium chlorides in the presence of CuCl2 as catalyst involves intermediate formation of arenediazonium tetrachlorocuprates(II) [ArN2 +]2 CuCl4 2-. A procedure for preparative isolation of these intermediates was developed, and they were shown to be efficient arylating agents. Reactions of [ArN2 +]2 CuCl4 2- with unsaturated compounds gave the corresponding Meerwein products; a mechanism was proposed for these reactions. In polar solvents arenediazonium tetra- chlorocuprates(II) are converted into chloroarenes, presumably through a cyclic transition state.
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