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Iron Single Atom Catalyzed Quinoline Synthesis
Author(s) -
Chen Zhongxin,
Song Jingting,
Peng Xinwen,
Xi Shibo,
Liu Jia,
Zhou Wenhui,
Li Runlai,
Ge Rile,
Liu Cuibo,
Xu Haisen,
Zhao Xiaoxu,
Li Haohan,
Zhou Xin,
Wang Lu,
Li Xing,
Zhong Linxin,
Rykov Alexandre I.,
Wang Junhu,
Koh Ming Joo,
Loh Kian Ping
Publication year - 2021
Publication title -
advanced materials
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 10.707
H-Index - 527
eISSN - 1521-4095
pISSN - 0935-9648
DOI - 10.1002/adma.202101382
Subject(s) - catalysis , quinoline , materials science , selectivity , combinatorial chemistry , reusability , carbon fibers , atom (system on chip) , atom economy , carbon atom , organic chemistry , nanotechnology , chemistry , ring (chemistry) , composite material , computer science , programming language , software , composite number , embedded system
The production of high‐value chemicals by single‐atom catalysis is an attractive proposition for industry owing to its remarkable selectivity. Successful demonstrations to date are mostly based on gas‐phase reactions, and reports on liquid‐phase catalysis are relatively sparse owing to the insufficient activation of reactants by single‐atom catalysts (SACs), as well as, their instability in solution. Here, mechanically strong, hierarchically porous carbon plates are developed for the immobilization of SACs to enhance catalytic activity and stability. The carbon‐based SACs exhibit excellent activity and selectivity (≈68%) for the synthesis of substituted quinolines by a three‐component oxidative cyclization, affording a wide assortment of quinolines (23 examples) from anilines and acetophenones feedstock in an efficient, atom‐economical manner. Particularly, a Cavosonstat derivative can be synthesized through a one‐step, Fe 1 ‐catalyzed cyclization instead of traditional Suzuki coupling. The strategy is also applicable to the deuteration of quinolines at the fourth position, which is challenging by conventional methods. The synthetic utility of the carbon‐based SAC, together with its reusability and scalability, renders it promising for industrial scale catalysis.