Light‐Induced Mechanistic Divergence in Gold(I) Catalysis: Revisiting the Reactivity of Diazonium Salts

Abstract

Supportinginformation and the ORCID identification number(s) for the author(s) of this article can be found under https://doi.org/10.

Insights into the Mechanism of Gold(I) Oxidation with Aryldiazonium Salts

“…In relation to this work, which shows that the aryldiazonium salt itselfo rac omplex between the aryldiazonium salt and the gold source can act as the photocatalyst, Hashmi,K lein, and co-workersf ound that in the reaction of o-alkynylphenols with aryldiazonium salts, ad onor-acceptor complex betweent he aryldiazonium salt and the gold source serves as the photocatalyst. [49] Particularly,b ya nalyzing this reaction, they observed ad ifferent reactionp athway when performed in the dark or under light irradiation.I nt he absence of light, azobenzofurans were obtained, whereas when applying al ight source,a rylated benzofurans were formed (Scheme 20 a). Experimental mechanistic studies indicated that the reactionb egins with the p-activation of the alkyne, as it was corroborated that the precursor complexes did not react directly with the aryldiazonium salts under the reaction conditions.…”