The transition metal-catalysed direct functionalisation of C-H bonds is an increasingly viable alternative to the multi-step strategies traditionally adopted. The use of powerful and environmentally ...benign gold(I) and gold(III) catalysts in such transformations has highlighted their remarkable reactivity and led to a significant increase in their utilisation. This tutorial review provides an overview of gold-catalysed C-H functionalisation, looking at transformations which rely on the ability of gold to perform C-H activation, as well as those exploiting its potent π-acidity.
Gold brings us together: Taking advantage of the orthogonal reactivities of AuI and AuIII towards CH activation of electron‐poor and electron‐rich arenes, respectively, a novel approach for the ...synthesis of biaryls through double CH activation is proposed. Stoichiometric studies demonstrate that these oxidative couplings occur with high selectivity at low temperature.
Gold(I)-Mediated C−H Activation of Arenes Lu, Pengfei; Boorman, Tanya C; Slawin, Alexandra M. Z ...
Journal of the American Chemical Society,
04/2010, Letnik:
132, Številka:
16
Journal Article
Recenzirano
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.
The heteroleptic calcium amides {ArNC(Me)CHC(Me)NAr}Ca(NR(2))(THF) (Ar=2,6-di-iso-propylphenyl, R=SiMe(3), Ph) and the homoleptic heavier alkaline earth amides, M{N(SiMe(3))(2)}(2) (M=Ca, Sr and Ba) ...are reported as pre-catalysts for the hydroamination of isocyanates.
Gold bringt uns zusammen: Indem die orthogonale Reaktivität von AuI und AuIII bei der C‐H‐Aktivierung elektronenarmer bzw. ‐reicher Arene genutzt wurde, gelang ein neuer Zugang zu Biarylen durch ...doppelte C‐H‐Aktivierung. Stöchiometrische Studien belegen, dass diese oxidativen Kupplungen bei niedriger Temperatur mit hoher Selektivität ablaufen.
Gold brings us together: Taking advantage of the orthogonal reactivities of Au(I) and Au(III) towards CH activation of electron-poor and electron-rich arenes, respectively, a novel approach for the ...synthesis of biaryls through double CH activation is proposed. Stoichiometric studies demonstrate that these oxidative couplings occur with high selectivity at low temperature.
A new methodology for the direct C-H auration of electron-deficient arenes and heteroarenes with simple bases and readily available Au(PR
3
)Cl complexes is described. This system allows the ...preparation of a wide scope of aryl-Au(
i
) compounds without the need for using Ag(
i
) additives or preparing and isolating basic Au(
i
) hydroxide complexes.
An operationally simple methodology for obtaining (hetero)aryl-Au(
i
) complexes, not requiring silver salts and using readily available starting materials.
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