Non-covalent interaction-controlled site-selective benzylic C(sp3)–H oxidation

Reina Nonami; Honoka Toyama; Kanata Shiraishi; Kohei Sekine; Yoichiro Kuninobu

doi:10.1039/D5CC03995A

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Non-covalent interaction-controlled site-selective benzylic C(sp³)–H oxidation

Reina Nonami,^b Honoka Toyama,^b Kanata Shiraishi,^b Kohei Sekine

^ab and Yoichiro Kuninobu

*^ab

Author affiliations

* Corresponding authors

^a Institute for Materials Chemistry and Engineering, Kyushu University, 6-1 Kasugakoen, Kasuga-shi, Fukuoka 816-8580, Japan
E-mail: kuninobu@cm.kyushu-u.ac.jp

^b Department of Interdisciplinary Engineering Sciences, Interdisciplinary Graduate School of Engineering Sciences, 6-1 Kasugakoen, Kasuga-shi, Kyushu University, Japan

Abstract

By leveraging the non-covalent interaction between a sulfonate group-containing anthraquinone-type catalyst and an anilinium salt, selective benzylic C(sp³)–H oxidation proceeds at the meta-position in substrates with two possible reaction sites and in intermolecular competition reactions.

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

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DOI: https://doi.org/10.1039/D5CC03995A
Article type: Communication
Submitted: 16 Jul 2025
Accepted: 07 Sep 2025
First published: 08 Sep 2025

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Chem. Commun., 2025, Advance Article

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Non-covalent interaction-controlled site-selective benzylic C(sp³)–H oxidation

R. Nonami, H. Toyama, K. Shiraishi, K. Sekine and Y. Kuninobu, Chem. Commun., 2025, Advance Article , DOI: 10.1039/D5CC03995A

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Non-covalent interaction-controlled site-selective benzylic C(sp³)–H oxidation

Abstract

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Non-covalent interaction-controlled site-selective benzylic C(sp³)–H oxidation

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