Quadruple Switchable Catalysis: sp 3 C–H Arylation, Aminomethylation, sp 2 C–H Arylation, and Deiodination

ACS Catalysis 2026

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Authors: Abhijit Sen, Yuta Matsukawa, Atsuya Muranaka, Yu Hatakenaka, Abdullah J. Al Abdulghani, Nobutaka Maeda, Aya Ohno, Heeyoel Baek, Yoichi M. A. Yamada
DOI: 10.1021/acscatal.5c08315
Cited by: 2
References: 53

Abstract

A quadruple switchable catalysis was developed, enabling sp 3 C–H arylation, aminomethylation, sp 2 C–H arylation, and deiodination using aryl halides and formamides. The selectivity of this protocol was governed by the amine derivatives, wherein ammonium formate promoted sp 3 C–H arylation, triethanolamine favored aminomethylation, and tripropanolamine facilitated sp 2 C–H arylation. Additionally, temperature was found to play a crucial role, with aminomethylation occurring at 150 °C and deiodination at 110 °C. All reactions were performed using a reusable silicon nanowire array-supported Pd catalyst with an ultralow Pd loading of 65 mol ppm. The use of microwave irradiation was essential for promoting the catalytic reaction, with the magnetic field component proving more effective than the electric field.

Fields of Study & Subjects

Catalytic Cross-Coupling Reactions Catalytic C–H Functionalization Methods Radical Photochemical Reactions

Publication details

Journal / source
ACS Catalysis
Publisher
American Chemical Society (ACS)
Volume
16
Issue
4
Pages
3782–3790
Publication date
5 February 2026
Language
EN