Iron-Catalyzed C-H Activation using Organoboron Compounds

2017 Fiscal Year Final Research Report

• Project/Area Number: 26708011
• Research Category: Grant-in-Aid for Young Scientists (A)
• Allocation Type: Partial Multi-year Fund
• Research Field: Synthetic chemistry
• Research Institution: The University of Tokyo
• Principal Investigator: Ilies Laurean 東京大学, 大学院理学系研究科(理学部), 准教授 (40569951)
• Project Period (FY): 2014-04-01 – 2018-03-31
• Keywords: 有機合成

Outline of Final Research Achievements

We have developed new organoiron catalytic species for efficient, selective, and versatile C(sp2)-H and C(sp3)-H bond functionalization. For C(sp2)-H activation, we used stabilizing ligands and a mild organometallic reagent in order to prevent reduction of iron to a highly reactive and difficult to control low-valent state, and we achieved a high-valent organoiron species that catalyzes the reaction of various carboxamides with organometallic reagents or with electrophiles. We also developed a triphosphine ligand that enables the iron-catalyzed activation of a variety of weakly coordinating substrates such as ketones or carboxylic acids.
For the the cleavage of a C(sp3)-H bond, we used the dual radical/organometallic reactivity of organoiron to achieve the remote of functionalization of the gamma C-H bond in alkylarenes with high regioselectivity.

Free Research Field

有機合成化学