Ni-catalysed acceptorless dehydrogenative aromatisation of cyclohexanones enabled by concerted catalysis specific to supported nanoparticles

Takehiro Matsuyama, Takafumi Yatabe (), Tomohiro Yabe and Kazuya Yamaguchi ()
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Takehiro Matsuyama: The University of Tokyo
Takafumi Yatabe: The University of Tokyo
Tomohiro Yabe: The University of Tokyo
Kazuya Yamaguchi: The University of Tokyo

Nature Communications, 2025, vol. 16, issue 1, 1-12

Abstract: Abstract The dehydrogenative aromatisation of cyclohexanone derivatives has had a transformative influence on the synthesis of aromatic compounds because functional groups can be easily introduced at desired positions via classic organic reactions without being limited by ortho-, meta- or para-orientations. However, research is still limited on acceptorless dehydrogenative aromatisation, especially with regard to nonprecious-metal catalysts. Ni is a promising candidate catalyst as a congener of Pd, but thermally Ni-catalysed dehydrogenative aromatisation has not been reported even in an oxidative manner because of the difficulty of β-hydride elimination and the fast re-insertion of Ni–H species. Here, we report a CeO2-supported Ni(0) nanoparticle catalyst for acceptorless dehydrogenative aromatisation of cyclohexanone derivatives. This catalyst is widely applicable to various compounds such as cyclohexanols, cyclohexylamines, N-heterocycles, enamines and β-heteroatom-substituted ketones. Through various experiments, we demonstrate that the present reaction was achieved by the concerted catalysis utilizing metal ensembles unique to supported metal nanoparticle catalysts.

Date: 2025
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DOI: 10.1038/s41467-025-56361-4

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