Ir-Catalyzed, Nitrogen-Directed C(sp<sup>3</sup>)–H and C(sp<sup>2</sup>)–H Borylation with a Spiro-Fluorene-Indenoindenyl Ligand

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)2. This Ir catalyst allows the nitrogen-directed regioselective C(sp3)–H and C(sp2)–H borylation with HBpin at near room temperature without photoirradiation with a broad substrate scope.

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Publication Details

Journal
ACS Catalysis
Published
2025-02-21
DOI
https://doi.org/10.1021/acscatal.4c07249
Citations
4
Primary Topic
Catalytic C–H Functionalization Methods
Type
article
Field-Weighted Citation Impact
3.74

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article

Ir-Catalyzed, Nitrogen-Directed C(sp3)–H and C(sp2)–H Borylation with a Spiro-Fluorene-Indenoindenyl Ligand

Yu Sato, Ken Tanaka, Yuki Nagashima, Tomonori Inoue
4 citations
ACS Catalysis
Catalytic C–H Functionalization Methods
3.74
article

Ir-Catalyzed, Nitrogen-Directed C(sp3)–H and C(sp2)–H Borylation with a Spiro-Fluorene-Indenoindenyl Ligand

Yu Sato, Ken Tanaka, Yuki Nagashima, Tomonori Inoue
article en
4 citations

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)2. This Ir catalyst allows the nitrogen-directed regioselective C(sp3)–H and C(sp2)–H borylation with HBpin at near room temperature without photoirradiation with a broad substrate scope.

ACS CatalysisVol. 15(5)
Shanghai Institute for Science of Science (CN), Institute of Science Tokyo (JP), The University of Tokyo (JP)
Japan Society for the Promotion of Science
Clean water and sanitation
Openalex Percentile: Top 8%
Catalytic C–H Functionalization Methods
3.74
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