1種類の触媒で4種類の有機反応を自在に切替～全てが偶然の発見（セレンディピティ）～

2026-02-06 理化学研究所,九州大学

ヨードベンゼン類・ブロモベンゼン類とホルムアミドとの四重スイッチング触媒反応系

＜関連情報＞

• https://www.riken.jp/press/2026/20260206_2/index.html
• https://pubs.acs.org/doi/10.1021/acscatal.5c08315

四重スイッチ触媒：sp3 C–Hアリール化、アミノメチル化、sp2 C–Hアリール化、および脱ヨウ素化 Quadruple Switchable Catalysis: sp3 C–H Arylation, Aminomethylation, sp2 C–H Arylation, and Deiodination

Abhijit Sen,Yuta Matsukawa,Atsuya Muranaka,Yu Hatakenaka,Abdullah J. Al Abdulghani,Nobutaka Maeda,Aya Ohno,Heeyoel Baek,and Yoichi M. A. Yamada
ACS Catalysis  Published: February 5, 2026
DOI:https://doi.org/10.1021/acscatal.5c08315

Abstract

A quadruple switchable catalysis was developed, enabling sp³ C–H arylation, aminomethylation, sp² 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 sp³ C–H arylation, triethanolamine favored aminomethylation, and tripropanolamine facilitated sp² 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.