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Chiral cobalt(II) complex catalyzed Friedel–Crafts aromatization for the synthesis of axially chiral biaryldiols

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Abstract

An efficient atroposelective synthesis of axially chiral biaryldiols via asymmetric Friedel–Crafts aromatization between p-quinones and 2-naphthols was developed. A chiral cobalt(II) complex of N,N′-dioxide enabled the process to generate axially chiral biaryldiols in up to 98% yield and 95% ee. A large range of substituents at different positions of p-quinones and 2-naphthols was tolerable. The configuration of the product and the chiral N,N′-dioxide-Co(ClO4)2 catalyst was identified by X-ray crystal diffraction analysis and a possible catalytic model was suggested.

Graphical abstract: Chiral cobalt(ii) complex catalyzed Friedel–Crafts aromatization for the synthesis of axially chiral biaryldiols

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Publication details

The article was received on 07 Jul 2017, accepted on 04 Aug 2017 and first published on 07 Aug 2017


Article type: Communication
DOI: 10.1039/C7CC05266A
Citation: Chem. Commun., 2017, Advance Article
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    Chiral cobalt(II) complex catalyzed Friedel–Crafts aromatization for the synthesis of axially chiral biaryldiols

    C. Xu, H. Zheng, B. Hu, X. Liu, L. Lin and X. Feng, Chem. Commun., 2017, Advance Article , DOI: 10.1039/C7CC05266A

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