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

Tahmineh Mehrabi; Alireza Ariafard

doi:10.1039/c6cc04370d

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

Tahmineh Mehrabi, Alireza Ariafard^*

^*Corresponding author for this work

Research output: Contribution to journal › Article › peer-review

19 Citations (Scopus)

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.

Original language	English
Pages (from-to)	9422-9425
Number of pages	4
Journal	Chemical Communications
Volume	52
Issue number	60
DOIs	https://doi.org/10.1039/c6cc04370d
Publication status	Published - 2016
Externally published	Yes

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title = "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.",

author = "Tahmineh Mehrabi and Alireza Ariafard",

note = "Publisher Copyright: {\textcopyright} 2016 The Royal Society of Chemistry.",

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language = "English",

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pages = "9422--9425",

journal = "Chemical Communications",

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AU - Mehrabi, Tahmineh

AU - Ariafard, Alireza

PY - 2016

Y1 - 2016

N2 - 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.

AB - 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.

UR - https://www.scopus.com/pages/publications/84979243549

U2 - 10.1039/c6cc04370d

DO - 10.1039/c6cc04370d

M3 - Article

AN - SCOPUS:84979243549

SN - 1359-7345

VL - 52

SP - 9422

EP - 9425

JO - Chemical Communications

JF - Chemical Communications

IS - 60

ER -

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

Abstract

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