Abstract

AbstractThe hydroarylation of 3‐arylprop‐2‐yn‐1‐amine derivatives with arylboronic acids has been studied in the presence of rhodium or palladium catalysts. By using a rhodium‐based catalytic system, β,γ‐diarylallylamines were isolated in good yields. By contrast, the formation of the regiosomeric γ,γ‐diarylallylamines was achieved by means of a palladium catalyst in the presence of acetic acid. The complementary regioselectivity displayed by these two processes is a consequence of different catalytic cycles, involving respectively carborhodation or hydropalladation of the coordinated alkyne as key steps. Calculated charge distributions in the π‐complexes are in accord with the results obtained.

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