Patra, Subrata; Nandasana, Bhargav N; Valsamidou, Vasiliki; Katayev, Dmitry (2024). Mechanochemistry Drives Alkene Difunctionalization via Radical Ligand Transfer and Electron Catalysis. Advanced science, 11(29), e2402970. Wiley 10.1002/advs.202402970
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Advanced_Science_-_2024_-_Patra_-_Mechanochemistry_Drives_Alkene_Difunctionalization_via_Radical_Ligand_Transfer_and.pdf - Published Version Available under License Creative Commons: Attribution (CC-BY). Download (1MB) | Preview |
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.
Item Type: |
Journal Article (Original Article) |
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Division/Institute: |
08 Faculty of Science > Department of Chemistry, Biochemistry and Pharmaceutical Sciences (DCBP) |
UniBE Contributor: |
Patra, Subrata, Nandasana, Bhargav Nanjibhai, Valsamidou, Vasiliki, Katayev, Dmitry |
Subjects: |
500 Science > 570 Life sciences; biology 500 Science > 540 Chemistry 000 Computer science, knowledge & systems |
ISSN: |
2198-3844 |
Publisher: |
Wiley |
Language: |
English |
Submitter: |
Pubmed Import |
Date Deposited: |
04 Jun 2024 10:23 |
Last Modified: |
08 Aug 2024 00:14 |
Publisher DOI: |
10.1002/advs.202402970 |
PubMed ID: |
38829256 |
Uncontrolled Keywords: |
electron catalysis mechanochemistry nitration olefin difunctionalization radical ligand transfer (RLT) |
BORIS DOI: |
10.48350/197528 |
URI: |
https://boris.unibe.ch/id/eprint/197528 |
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