Visible-Light-InducedSynergistic W/Cr Catalyzed <i>gem</i>-Difluoroallylationof Unactivated Alkanes

Currently, the scope of the Nozaki–Hiyama–Kishi (NHK) reaction is limited to aldehydes and ketones to construct alcohol derivatives. Herein, we have described a visible-light-induced synergistic W/Cr­(III)-catalyzed NHK-type <i>gem</i>-difluoroallylation reaction of unactivated cyclic and linear alkanes. The reaction merits feedstock materials, mild reaction conditions, and a wide functionality tolerance. Mechanistic studies imply the favorable reduction of CrCl<sub>3</sub> to CrCl<sub>2</sub> by reduced decatungstate W<sub>10</sub>O<sub>32</sub><sup>5–</sup>, thus closing the catalytic cycle.

Publication Details

Journal
Figshare
Published
2025-02-19
DOI
https://doi.org/10.1021/acs.orglett.5c00464.s001
Primary Topic
Mycorrhizal Fungi and Plant Interactions
Type
article
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article

Visible-Light-InducedSynergistic W/Cr Catalyzed gem-Difluoroallylationof Unactivated Alkanes

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Mycorrhizal Fungi and Plant Interactions
article

Visible-Light-InducedSynergistic W/Cr Catalyzed gem-Difluoroallylationof Unactivated Alkanes

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Abstract

Currently, the scope of the Nozaki–Hiyama–Kishi (NHK) reaction is limited to aldehydes and ketones to construct alcohol derivatives. Herein, we have described a visible-light-induced synergistic W/Cr­(III)-catalyzed NHK-type <i>gem</i>-difluoroallylation reaction of unactivated cyclic and linear alkanes. The reaction merits feedstock materials, mild reaction conditions, and a wide functionality tolerance. Mechanistic studies imply the favorable reduction of CrCl<sub>3</sub> to CrCl<sub>2</sub> by reduced decatungstate W<sub>10</sub>O<sub>32</sub><sup>5–</sup>, thus closing the catalytic cycle.

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Mycorrhizal Fungi and Plant Interactions
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Visible-Light-InducedSynergistic W/Cr Catalyzed <i>gem</i>-Difluoroallylationof Unactivated Alkanes · Figshare (2025) | TGRS Research Map | TGRS