Generality-Oriented Amination of Aryl Halides by Light-Induced Mn(II) Catalysis

20 June 2024, Version 1
This content is a preprint and has not undergone peer review at the time of posting.

Abstract

In this paper, we report for the first time light-induced Mn(II)-catalyzed C-N coupling reactions of aryl halides with amine nucleophiles under the same reaction conditions (same catalyst, same ligand, same solvent, same base, same temperature) without an exogenous photocatalyst. The current single manganese catalyst system has a dual role of light harvesting and organometallic catalysis, showcasing an excellent substrate range in C-N coupling reactions (5 different nitrogen sources, >90 examples, up to 94% yield). Mechanistic studies indicate that a Mn(I)/Mn(III) catalytic cycle may be involved in the reaction.

Supplementary materials

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Title
Generality-Oriented Amination of Aryl Halides by Light-Induced Mn(II) Catalysis
Description
An efficient and general photochemical Mn-catalyzed C–N coupling between aryl bromides with amines under irradiation at 390–395 nm without any exogenous photosensitizers, delivering functionalized N-arylation adducts in good to excellent yields (up to 94%) under the same reaction conditions (same precatalyst, same ligand, same solvent, same base, same temperature). Mechanistic studies indicate that a Mn(I)/Mn(III) catalytic cycle may be involved in the reaction.
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