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Iron-Catalyzed C-H Bond Activation
Rui Shang1, Laurean Ilies1, Eiichi Nakamura1
1Department of Chemistry, School of Science, The University of Tokyo , 7-3-1 Hongo, Bunkyo-ku, Tokyo 113-0033, Japan.
Chemical Reviews
|April 6, 2017
Summary
Iron catalysis enables efficient C-H bond activation, a key synthetic method for creating new carbon-carbon and carbon-heteroatom bonds. This review highlights advances in iron-mediated and iron-catalyzed C-H activation via organoiron intermediates.
Area of Science:
- Organic Chemistry
- Catalysis
- Organometallic Chemistry
Background:
- Catalytic C-H bond activation has evolved from an elusive concept to a standard synthetic tool since the 1990s.
- Ruthenium and precious metals have been traditionally used, but interest is shifting towards abundant and non-toxic metals like iron.
- Iron catalysis for C-H activation is a rapidly expanding research field.
Purpose of the Study:
- To review the development of stoichiometric C-H activation and catalytic C-H functionalization.
- To focus on reactions involving reactive organoiron intermediates, excluding Lewis acid or radical initiator roles for iron.
- To provide a comprehensive overview of iron-mediated and iron-catalyzed C-H activation up to October 2016.
Main Methods:
- Categorization of reactions by the type of C-H bond cleaved.
- Classification based on the type of bond subsequently formed.
- Inclusion of reactions involving both simple substrates and those with directing groups.
Main Results:
- Summarizes the progression from stoichiometric C-H activation to catalytic C-H functionalization.
- Details reactions proceeding through reactive organoiron intermediates.
- Covers a broad range of C-H activation reactions mediated or catalyzed by iron.
Conclusions:
- Iron catalysis represents a significant and growing area in C-H activation chemistry.
- The review consolidates knowledge on iron-mediated C-H activation, emphasizing organoiron intermediates.
- Provides a valuable resource for understanding the scope and development of iron-catalyzed C-H functionalization.