Merging Iron-Mediated\nRadical Ligand Transfer (RLT)\nCatalysis and Mechanochemistry for Facile Dihalogenation of Alkenes

With the growing emphasis on cost- and atom-economical\nchemical\nsynthesis, mechanochemistry has attracted considerable attention for\nproviding environmentally friendly alternatives to traditional solvent-based\norganic transformations. Herein, we demonstrate the use of mechanochemistry\nto facilitate alkene dihalogenation <i>via</i> iron-mediated\nradical ligand transfer (RLT) catalysis, producing diverse vicinal\ndichloro, dibromo, and bromochloro molecules. The method is characterized\nby its simplicity, rapid reaction time, high chemo- and regioselectivity,\nand broad functional group tolerance, accommodating both activated\nand unactivated alkenes and alkynes. Mechanistic insights suggest\nthe radical nature of these processes, underscoring the effectiveness\nof mechanochemically driven RLT catalysis for the modular functionalization\nof unsaturated hydrocarbons.

Publication Details

Journal
Figshare
Published
2024-08-30
DOI
https://doi.org/10.1021/acscatal.4c03660.s001
Primary Topic
Vanadium and Halogenation Chemistry
Type
article
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article

Merging Iron-Mediated\nRadical Ligand Transfer (RLT)\nCatalysis and Mechanochemistry for Facile Dihalogenation of Alkenes

Figshare
Vanadium and Halogenation Chemistry
article

Merging Iron-Mediated\nRadical Ligand Transfer (RLT)\nCatalysis and Mechanochemistry for Facile Dihalogenation of Alkenes

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Abstract

With the growing emphasis on cost- and atom-economical\nchemical\nsynthesis, mechanochemistry has attracted considerable attention for\nproviding environmentally friendly alternatives to traditional solvent-based\norganic transformations. Herein, we demonstrate the use of mechanochemistry\nto facilitate alkene dihalogenation <i>via</i> iron-mediated\nradical ligand transfer (RLT) catalysis, producing diverse vicinal\ndichloro, dibromo, and bromochloro molecules. The method is characterized\nby its simplicity, rapid reaction time, high chemo- and regioselectivity,\nand broad functional group tolerance, accommodating both activated\nand unactivated alkenes and alkynes. Mechanistic insights suggest\nthe radical nature of these processes, underscoring the effectiveness\nof mechanochemically driven RLT catalysis for the modular functionalization\nof unsaturated hydrocarbons.

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Vanadium and Halogenation Chemistry
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