Abstract
Deuterium-labeling experiments were performed for the Fe(PMe 3) 4-catalyzed C-H/olefin coupling using a deuterium-labeled aromatic ketone with various alkenes. While the reactions with a variety of alkenes provided the linear alkylation products formed via 1,2-insertion of alkene into an Fe-H bond, the reversible 2,1-insertion proceeded during the reaction highly depends on the choice of the alkene. No H/D scrambling resulting from 2,1-insertion/β-elimination was detected for the reactions with a vinylsilane and N -vinylcarbazole, but the reactions with styrenes are considered to involve rapid 2,1-insertion/ β-elimination processes to cause significant levels of H/D scrambling.
Original language | English |
---|---|
Pages (from-to) | 3383-3389 |
Number of pages | 7 |
Journal | Synthesis (Germany) |
Volume | 53 |
Issue number | 18 |
DOIs | |
Publication status | Published - 2021 Sep 16 |
Keywords
- C-H/olefin coupling
- deuterium-labeling experiments
- iron catalyst
- mechanism
- styrene
ASJC Scopus subject areas
- Catalysis
- Organic Chemistry