Cobalt-Catalyzed Borylation of Arenes Enabled by <i>in Situ</i> π-Coordination

π-Coordination of an arene to chromium enables cobalt-catalyzed C-H borylation with a simple catalytic system consisting of commercially available compounds, [Co(acac)<sub>2</sub>] and a terpyridine derivative. Arenes can be directly borylated via in situ ligand exchange with a chromium η<sup>6</sup>-naphthalene precursor in a one-pot, two-step reaction. Electron-rich arenes, which have been a challenging substrate for cobalt-catalyzed C-H borylation, react well under these conditions, presumably because η<sup>6</sup>-coordination to chromium decreases the electron density on the arene to enhance the C-H activation step.

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Publication Details

Journal
Organic Letters
Published
2025-12-03
DOI
https://doi.org/10.1021/acs.orglett.5c04373
Primary Topic
Catalytic C–H Functionalization Methods
Type
article
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article

Cobalt-Catalyzed Borylation of Arenes Enabled by in Situ π-Coordination

Laurean Ilies, Akash G. Tathe, Yuichiro Mutoh
Organic Letters
Catalytic C–H Functionalization Methods
article

Cobalt-Catalyzed Borylation of Arenes Enabled by in Situ π-Coordination

Laurean Ilies, Akash G. Tathe, Yuichiro Mutoh
article en

Abstract

π-Coordination of an arene to chromium enables cobalt-catalyzed C-H borylation with a simple catalytic system consisting of commercially available compounds, [Co(acac)<sub>2</sub>] and a terpyridine derivative. Arenes can be directly borylated via in situ ligand exchange with a chromium η<sup>6</sup>-naphthalene precursor in a one-pot, two-step reaction. Electron-rich arenes, which have been a challenging substrate for cobalt-catalyzed C-H borylation, react well under these conditions, presumably because η<sup>6</sup>-coordination to chromium decreases the electron density on the arene to enhance the C-H activation step.

Organic LettersVol. 27(49)
RIKEN Center for Sustainable Resource Science (JP)
Openalex Percentile: Top 71%
Catalytic C–H Functionalization Methods
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