Ir-Catalyzed, Nitrogen-DirectedC(sp<sup>3</sup>)–Hand C(sp<sup>2</sup>)–H Borylation with a Spiro-Fluorene-IndenoindenylLigand

We have developed a strategy to facilitate the nitrogen-directed C–H borylation using an Ir(cod) catalyst with a spiro-fluorene-indenoindenyl (SFI) ligand through CH (ligand)−π (substrate) interactions and the selective formation of an electron-rich and less bulky IrH(Bpin) intermediate rather than Ir(Bpin)<sub>2</sub>. This Ir catalyst allows the nitrogen-directed regioselective C(sp<sup>3</sup>)–H and C(sp<sup>2</sup>)–H borylation with HBpin at near room temperature without photoirradiation with a broad substrate scope.

Publication Details

Journal
Figshare
Published
2025-02-21
DOI
https://doi.org/10.1021/acscatal.4c07249.s001
Primary Topic
Catalytic C–H Functionalization Methods
Type
article
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article

Ir-Catalyzed, Nitrogen-DirectedC(sp3)–Hand C(sp2)–H Borylation with a Spiro-Fluorene-IndenoindenylLigand

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Catalytic C–H Functionalization Methods
article

Ir-Catalyzed, Nitrogen-DirectedC(sp3)–Hand C(sp2)–H Borylation with a Spiro-Fluorene-IndenoindenylLigand

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Abstract

We have developed a strategy to facilitate the nitrogen-directed C–H borylation using an Ir(cod) catalyst with a spiro-fluorene-indenoindenyl (SFI) ligand through CH (ligand)−π (substrate) interactions and the selective formation of an electron-rich and less bulky IrH(Bpin) intermediate rather than Ir(Bpin)<sub>2</sub>. This Ir catalyst allows the nitrogen-directed regioselective C(sp<sup>3</sup>)–H and C(sp<sup>2</sup>)–H borylation with HBpin at near room temperature without photoirradiation with a broad substrate scope.

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Catalytic C–H Functionalization Methods
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Ir-Catalyzed, Nitrogen-DirectedC(sp<sup>3</sup>)–Hand C(sp<sup>2</sup>)–H Borylation with a Spiro-Fluorene-IndenoindenylLigand · Figshare (2025) | TGRS Research Map | TGRS