10.1021/jacs.9b05925.s003
Jamie Hicks
Jamie
Hicks
Petra Vasko
Petra
Vasko
Jose M. Goicoechea
Jose M.
Goicoechea
Simon Aldridge
Simon
Aldridge
Reversible,
Room-Temperature CC Bond Activation
of Benzene by an Isolable Metal Complex
American Chemical Society
2019
petrochemical feedstocks
hydrocarbon benzene
activation
Isolable Metal Complex
NON
reactive species
room temperature
functionalized acyclic products
oxidative addition
aluminium center
bond
2019-06-28 00:00:00
Dataset
https://acs.figshare.com/articles/dataset/Reversible_Room-Temperature_C_C_Bond_Activation_of_Benzene_by_an_Isolable_Metal_Complex/8613698
The
activation of CC bonds is of fundamental interest in
the construction of complex molecules from petrochemical feedstocks.
In the case of the archetypal aromatic hydrocarbon benzene, CC
cleavage is thermodynamically disfavored, and is brought about only
by transient highly reactive species generated <i>in situ</i>. Here we show that the oxidative addition of the CC bond
in benzene by an isolated metal complex is not only possible, but
occurs at room temperature and reversibly at a single aluminium center
in [(NON)Al]<sup>−</sup> (where NON = 4,5-bis(2,6-diisopropylanilido)-2,7-di-<i>tert</i>-butyl-9,9-dimethylxanthene). Selectivity over CH
bond activation is achieved kinetically and allows for the generation
of functionalized acyclic products from benzene.