Merging Iron-Mediated Radical Ligand Transfer (RLT) Catalysis and Mechanochemistry for Facile Dihalogenation of Alkenes

With the growing emphasis on cost- and atom-economical chemical synthesis, mechanochemistry has attracted considerable attention for providing environmentally friendly alternatives to traditional solvent-based organic transformations. Herein, we demonstrate the use of mechanochemistry to facilitate alkene dihalogenation via iron-mediated radical ligand transfer (RLT) catalysis, producing diverse vicinal dichloro, dibromo, and bromochloro molecules. The method is characterized by its simplicity, rapid reaction time, high chemo- and regioselectivity, and broad functional group tolerance, accommodating both activated and unactivated alkenes and alkynes. Mechanistic insights suggest the radical nature of these processes, underscoring the effectiveness of mechanochemically driven RLT catalysis for the modular functionalization of unsaturated hydrocarbons.

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Publication Details

Journal
ACS Catalysis
Published
2024-08-30
DOI
https://doi.org/10.1021/acscatal.4c03660
Citations
14
Primary Topic
Vanadium and Halogenation Chemistry
Type
article
Field-Weighted Citation Impact
2.22

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article

Merging Iron-Mediated Radical Ligand Transfer (RLT) Catalysis and Mechanochemistry for Facile Dihalogenation of Alkenes

Vasiliki Valsamidou, Dmitry Katayev, Bhargav N. Nandasana, Subrata Patra
14 citations
ACS Catalysis
Vanadium and Halogenation Chemistry
2.22
article

Merging Iron-Mediated Radical Ligand Transfer (RLT) Catalysis and Mechanochemistry for Facile Dihalogenation of Alkenes

Vasiliki Valsamidou, Dmitry Katayev, Bhargav N. Nandasana, Subrata Patra
article en
14 citations

Abstract

With the growing emphasis on cost- and atom-economical chemical synthesis, mechanochemistry has attracted considerable attention for providing environmentally friendly alternatives to traditional solvent-based organic transformations. Herein, we demonstrate the use of mechanochemistry to facilitate alkene dihalogenation via iron-mediated radical ligand transfer (RLT) catalysis, producing diverse vicinal dichloro, dibromo, and bromochloro molecules. The method is characterized by its simplicity, rapid reaction time, high chemo- and regioselectivity, and broad functional group tolerance, accommodating both activated and unactivated alkenes and alkynes. Mechanistic insights suggest the radical nature of these processes, underscoring the effectiveness of mechanochemically driven RLT catalysis for the modular functionalization of unsaturated hydrocarbons.

ACS CatalysisVol. 14(18)
University of Bern (CH)
University of Bern, Schweizerischer Nationalfonds zur Förderung der Wissenschaftlichen Forschung
Openalex Percentile: Top 12%
Vanadium and Halogenation Chemistry
2.22
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Merging Iron-Mediated Radical Ligand Transfer (RLT) Catalysis and Mechanochemistry for Facile Dihalogenation of Alkenes — Vasiliki Valsamidou, Dmitry Katayev, et al. · ACS Catalysis (2024) | TGRS Research Map | TGRS