Mechanochemistry Drives Alkene Difunctionalization via Radical Ligand Transfer and Electron Catalysis.

DOI
Publisher DOI
PubMed ID
38829256
Abstract
A general and modular protocol is reported for olefin difunctionalization through mechanochemistry, facilitated by cooperative radical ligand transfer (RLT) and electron catalysis. Utilizing mechanochemical force and catalytic amounts of 2,2,6,6-tetramethylpiperidinyloxyl (TEMPO), ferric nitrate can leverage nitryl radicals, transfer nitrooxy-functional group via RLT, and mediate an electron catalysis cycle under room temperature. A diverse range of activated and unactivated alkenes exhibited chemo- and regioselective 1,2-nitronitrooxylation under solvent-free or solvent-less conditions, showcasing excellent functional group tolerance. Mechanistic studies indicated a significant impact of mechanochemistry and highlighted the radical nature of this nitrative difunctionalization process.
Date Issued
2024-08
Publication Type
Article
Subject(s)
Subjects
electron catalysis mechanochemistry nitration olefin difunctionalization radical ligand transfer (RLT)
Language(s)
en
Author(s)
Additional Credits
Journal
Advanced science
Publisher
Wiley
ISSN
2198-3844
Access(Rights)
open.access
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