Gold(I)-Mediated C-H Activation of Arenes

Pengfei Lu; Tanya C. Boorman; Alexandra M. Z. Slawin; Igor Larrosa

doi:10.1021/ja101525w

Gold(I)-Mediated C-H Activation of Arenes

Pengfei Lu, Tanya C. Boorman, Alexandra M. Z. Slawin, Igor Larrosa

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

113 Citations (Scopus)

Abstract

We demonstrate the first Au(I)-mediated C-H activation of arenes. Au(I) salts undergo C-H activation with electron-poor arenes, in stark contrast to Au(III) salts, which activate electron-rich arenes. This operationally simple and highly regioselective process occurs under very mild conditions and gives access to a variety of Au(I)-arene complexes in excellent yields.

Original language	English
Pages (from-to)	5580-+
Number of pages	3
Journal	Journal of the American Chemical Society
Volume	132
Issue number	16
DOIs	https://doi.org/10.1021/ja101525w
Publication status	Published - 28 Apr 2010

Keywords

ELECTRON-DEFICIENT POLYFLUOROARENES
CATALYZED INTRAMOLECULAR ARYLATION
PROTON-ABSTRACTION MECHANISM
ORGANIC GOLD COMPOUNDS
BOND FORMATION
ORGANOGOLD CHEMISTRY
NONACTIVATED ARENES
COUPLING REACTIONS
TERMINAL ALKYNES
COMPLEXES

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10.1021/ja101525w

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title = "Gold(I)-Mediated C-H Activation of Arenes",

abstract = "We demonstrate the first Au(I)-mediated C-H activation of arenes. Au(I) salts undergo C-H activation with electron-poor arenes, in stark contrast to Au(III) salts, which activate electron-rich arenes. This operationally simple and highly regioselective process occurs under very mild conditions and gives access to a variety of Au(I)-arene complexes in excellent yields.",

keywords = "ELECTRON-DEFICIENT POLYFLUOROARENES, CATALYZED INTRAMOLECULAR ARYLATION, PROTON-ABSTRACTION MECHANISM, ORGANIC GOLD COMPOUNDS, BOND FORMATION, ORGANOGOLD CHEMISTRY, NONACTIVATED ARENES, COUPLING REACTIONS, TERMINAL ALKYNES, COMPLEXES",

author = "Pengfei Lu and Boorman, {Tanya C.} and Slawin, {Alexandra M. Z.} and Igor Larrosa",

year = "2010",

month = apr,

day = "28",

doi = "10.1021/ja101525w",

language = "English",

volume = "132",

pages = "5580--+",

journal = "Journal of the American Chemical Society",

issn = "0002-7863",

publisher = "American Chemical Society (ACS)",

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TY - JOUR

T1 - Gold(I)-Mediated C-H Activation of Arenes

AU - Lu, Pengfei

AU - Boorman, Tanya C.

AU - Slawin, Alexandra M. Z.

AU - Larrosa, Igor

PY - 2010/4/28

Y1 - 2010/4/28

N2 - We demonstrate the first Au(I)-mediated C-H activation of arenes. Au(I) salts undergo C-H activation with electron-poor arenes, in stark contrast to Au(III) salts, which activate electron-rich arenes. This operationally simple and highly regioselective process occurs under very mild conditions and gives access to a variety of Au(I)-arene complexes in excellent yields.

AB - We demonstrate the first Au(I)-mediated C-H activation of arenes. Au(I) salts undergo C-H activation with electron-poor arenes, in stark contrast to Au(III) salts, which activate electron-rich arenes. This operationally simple and highly regioselective process occurs under very mild conditions and gives access to a variety of Au(I)-arene complexes in excellent yields.

KW - ELECTRON-DEFICIENT POLYFLUOROARENES

KW - CATALYZED INTRAMOLECULAR ARYLATION

KW - PROTON-ABSTRACTION MECHANISM

KW - ORGANIC GOLD COMPOUNDS

KW - BOND FORMATION

KW - ORGANOGOLD CHEMISTRY

KW - NONACTIVATED ARENES

KW - COUPLING REACTIONS

KW - TERMINAL ALKYNES

KW - COMPLEXES

U2 - 10.1021/ja101525w

DO - 10.1021/ja101525w

M3 - Article

SN - 0002-7863

VL - 132

SP - 5580-+

JO - Journal of the American Chemical Society

JF - Journal of the American Chemical Society

IS - 16

ER -

Gold(I)-Mediated C-H Activation of Arenes

Abstract

Keywords

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