Highly <i>E</i> -Selective Alkene Isomerization Using Me <sub>4</sub> NF at Room Temperature
Allylbenzene isomerization to trans-β-methylstyrene is catalyzed by Me<sub>4</sub>NF (40 mol %) in dry CD<sub>3</sub>CN under an inert atmosphere at room temperature, delivering high E-selectivity (<i>E</i>:<i>Z</i> = 100:0). The method tolerates diverse substituents but is limited by polar, protic groups. Some preliminary mechanistic studies are also reported.
Authors
- Ruth L. Webster (ORCID: https://orcid.org/0000-0001-9199-7579)
- Catherine M. Alder (ORCID: https://orcid.org/0000-0001-7484-460X)
- Lorraine K. Webster (ORCID: https://orcid.org/0000-0003-3469-172X)
- Rofiat Ayoola Shoetan
Institutions
- University of Cambridge (GB)
- Age UK (GB)
- University of Bath (GB)
Publication Details
- Journal
- The Journal of Organic Chemistry
- Published
- 2025-11-24
- DOI
- https://doi.org/10.1021/acs.joc.5c02159
- Primary Topic
- Catalytic C–H Functionalization Methods
- Type
- article
- Field-Weighted Citation Impact
- 0.00