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Cp*Ir-Catalyzed Acceptorless Dehydrogenation of Carbon–Carbon Single Bonds

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journal contribution
posted on 15.06.2017, 16:50 authored by Hideaki Ando, Shuhei Kusumoto, Weiwei Wu, Kyoko Nozaki
Pentamethylcyclopentadienyl (Cp*) iridium­(III) chloride catalyzed acceptorless dehydrogenation of α-tetralone is reported. Cp* iridium chloride showed higher activity in comparison to other Cp* iridium complexes having bromide, iodide, or hydride or complexes without a Cp ring. The desired product, naphthol, was obtained in up to 71% yield from α-tetralone. The dehydrogenation by Cp* iridium catalyst could be applied to not only α-tetralone but also dihydrocoumarin, dihydroquinolinone, dimethylcyclohexanone, dihydrobenzofuran and 1-isochromanone, although the conversion stayed moderate. The catalytic turnover was not limited by the increased concentration of the product but by catalyst decomposition.