Issue 60, 2016

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

Abstract

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.

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

Supplementary files

Article information

Article type
Communication
Submitted
24 May 2016
Accepted
26 Jun 2016
First published
27 Jun 2016

Chem. Commun., 2016,52, 9422-9425

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

T. Mehrabi and A. Ariafard, Chem. Commun., 2016, 52, 9422 DOI: 10.1039/C6CC04370D

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