10.1021/acs.organomet.7b00563.s001
Luke A. Wilkinson
Luke A.
Wilkinson
Jack A. Pike
Jack A.
Pike
James W. Walton
James W.
Walton
C–H Activation of π‑Arene Ruthenium
Complexes
American Chemical Society
2017
acidity
π- coordination mechanism
time Ru complexes
activation
compound
π- coordination
substrate
arylation reactions
2017-11-08 16:14:11
Journal contribution
https://acs.figshare.com/articles/journal_contribution/C_H_Activation_of_Arene_Ruthenium_Complexes/5580250
We present a C–H activation
protocol for aromatic compounds
that overcomes the current limitations of the need for a directing
group or covalently bound activating groups, by exploiting the increase
in C–H acidity of aromatic compounds on π-coordination to a Ru(II) center. The increased
acidity facilitates catalytic concerted metalation–deprotonation
and subsequent arylation reactions. We present the development and
optimization of the C–H activation protocol and show the applicability
of the reaction to a range of aromatic substrates, including the simplest
of substrates (benzene). Furthermore, we demonstrate the recyclability
of the activating Ru(II) fragment using photolysis and give a mechanistic
study, which provides strong evidence that this reaction occurs via
a silver-mediated C–H bond activation. This is the first time
Ru complexes have been shown to allow C–H activation of arenes
by a π-coordination mechanism.