Fluorinated Biaryl <i>N</i> ‐Heterocyclic Carbene Ligand with Noncovalent Interaction for Cu‐Catalyzed Diastereoselective Addition Reaction
Abstract A new class of biaryl Imidazo[1,5‐ a ]pyridin‐3‐ylidene (ImPy) ligands featuring a Cu─F interaction and a C5‐aryl substituent were developed for the diastereoselective addition reactions of easily accessible 1,3‐enyne to ketones. X‐ray and noncovalent interaction (NCI) analysis indeed demonstrated the presence of a Cu─F interaction and a Cu‐arene interaction in the F–ImPy–Cu catalyst. The F–ImPy–Cu complex is an effective catalyst for the diastereoselective addition of a 1,3‐enyne nucleophile to ketones, showing up to 96% yields and up to >10:1 diastereoselectivities.
Authors
- Huijeong Ryu (ORCID: https://orcid.org/0000-0002-9877-1852)
- Woosong Han (ORCID: https://orcid.org/0000-0002-2018-2345)
- Sukwon Hong (ORCID: https://orcid.org/0000-0002-2078-9630)
- Changmuk Kang (ORCID: https://orcid.org/0009-0002-1129-7906)
Institutions
- Gwangju Institute of Science and Technology (KR)
Publication Details
- Journal
- Asian Journal of Organic Chemistry
- Published
- 2025-03-14
- DOI
- https://doi.org/10.1002/ajoc.202400591
- Citations
- 1
- Primary Topic
- Catalytic Cross-Coupling Reactions
- Type
- article
- Field-Weighted Citation Impact
- 0.94