The different roles of a cationic gold(i) complex in catalysing hydroarylation of alkynes and alkenes with a heterocycle

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Mehrabi, Tahmineh
Ariafard, Alireza

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The mechanism of twofold hydroarylation of terminal alkynes with pyrrole catalyzed by a cationic gold(i) complex was investigated using DFT. It was found that while both the hydroarylation reactions proceed via a Friedel-Crafts-type mechanism, the first hydroarylation is directly promoted by gold(i) but the second hydroarylation by a proton released through interaction of the alkene product with gold-bound acidic organic species such as acetic acid and terminal alkynes.

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Chemical Communications

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