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Ruthenium-Catalyzed Cross-Selective Asymmetric Oxidative Coupling of Arenols
Hiroki Hayashi1, Takamasa Ueno2, Chungsik Kim3
1Faculty of Arts and Science , Kyushu University , 744 Motooka, Nishi-ku , Fukuoka 819-0395 , Japan.
Abstract:
(Aqua)ruthenium(salen) complex 1c achieved good to high chemo- and enantioselective oxidative cross-coupling of arenols. The catalytic system can be used to selectively produce C1-symmetric bis(arenol)s from the combination of C3- and C7-substituted 2-naphthols or phenols even when there is no significant difference in oxidation potential between the cross-coupling partners. This unique cross-selectivity is dominated by steric rather than electronic effects of the arenols and can be controlled by chemoselective single-electron oxidation and oxidative carbon-carbon bond formation.
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