75445-91-9Relevant academic research and scientific papers
Efficient oxidative dimerization of 1-naphthols to 2,2′-binaphthyls with dioxygen mediated by semiconductors
Otsuka, Tsuyoshi,Okamoto, Iwao,Kotani, Eiichi,Takeya, Tetsuya
, p. 2643 - 2647 (2004)
A novel and efficient oxidative dimerization of 1-naphthols 1 with dioxygen in the presence of several semiconductors including SnO2, ZrO2, and activated charcoal as catalytic mediators took place selectively to give the corresponding 2,2′-binaphthols 2 or 2,2′-binaphthyl-1,1′-quinones 3 in excellent yields without light irradiation. Among these semiconductors, the catalytic activity of SnO 2 could be fully restored by appropriate reactivation treatment after oxidation. The products 2 and 3 should be useful as synthetic intermediates for natural binaphthyls.
Semiconductor-mediated oxidative dimerization of 1-naphthols with dioxygen and O-demethylation of the enol-ethers by SnO2 without dioxygen
Takeya, Tetsuya,Otsuka, Tsuyoshi,Okamoto, Iwao,Kotani, Eiichi
, p. 10681 - 10693 (2007/10/03)
Oxidative dimerization of 1-naphthols 1 with dioxygen in the presence of a semiconductor, such as SnO2, ZrO2, or activated charcoal, as a catalytic mediator takes place selectively to give the corresponding 2,2′-binaphthols 2 or 2,2′-binaphthyl-1,1′-quinones 3 in excellent yields without light irradiation. The catalytic activity of SnO 2 could be fully restored by appropriate reactivation treatment after the oxidation. In addition, SnO2 without dioxygen catalyzes selective O-demethylation of the enol-ethers 3 to 4. Graphical Abstract.
