Spiro-fluorene-indenoindenyl-Ir(I) complex-catalyzed, 1,3-azole-directed C(sp3)–H borylation with pinacolborane

Masaya Sakamoto; Tomonori Inoue; Yoshinobu Kamiya; Chihiro Maeda; Ken Tanaka

doi:10.1039/D5CC03115J

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Spiro-fluorene-indenoindenyl-Ir(i) complex-catalyzed, 1,3-azole-directed C(sp³)–H borylation with pinacolborane†

Masaya Sakamoto,^a Tomonori Inoue,^a Yoshinobu Kamiya,^a Chihiro Maeda

^a and Ken Tanaka

*^a

Author affiliations

* Corresponding authors

^a Department of Chemical Science and Engineering, Institute of Science Tokyo, O-okayama, Meguro-ku, Tokyo 152-8550, Japan
E-mail: ktanaka@apc.titech.ac.jp

Abstract

Basic 1,3-azole-directed C(sp³)–H borylation is challenging due to potential catalyst deactivation and the C [double bond, length as m-dash] N bond reduction with pinacolborane (HBpin) generated during borylation with B₂(pin)₂. This transformation has now been shown to proceed at near-room temperature using a spiro-fluorene-indenoindenyl-Ir(I) catalyst and HBpin without the CN bond reduction.

This article is part of the themed collection: The Functionalization of Unreactive Carbon-Hydrogen Bonds

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Article information

DOI: https://doi.org/10.1039/D5CC03115J
Article type: Communication
Submitted: 02 Jun 2025
Accepted: 16 Jul 2025
First published: 16 Jul 2025

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Chem. Commun., 2025,61, 12904-12907

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Spiro-fluorene-indenoindenyl-Ir(I) complex-catalyzed, 1,3-azole-directed C(sp³)–H borylation with pinacolborane

M. Sakamoto, T. Inoue, Y. Kamiya, C. Maeda and K. Tanaka, Chem. Commun., 2025, 61, 12904 DOI: 10.1039/D5CC03115J

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