Trifluoromethylborylation of Unactivated Alkenes via an Electron Donor–Acceptor (EDA) Complex
This communication describes a straightforward method for the trifluoromethylborylation of unactivated alkenes. The reaction proceeds through the formation of an electron donor-acceptor (EDA) complex between a trifluoromethylthiophenium salt and bis(catechol)diboron under broad-spectrum white-light irradiation. Due to the mild reaction conditions, the trifluoromethylborylation tolerates a wide range of functional groups, including esters, acids, alcohols, epoxides, and a variety of heterocycles. The reaction does not require a transition metal catalyst and tolerates both air and moisture, proceeding under concentrated conditions (1 M). Mechanistic studies provide a general reaction coordinate for the overall transformation.
Authors
- Silas P. Cook (ORCID: https://orcid.org/0000-0002-3363-4259)
- H. Nguyen (ORCID: https://orcid.org/0009-0001-5074-3940)
Institutions
- Indiana University Bloomington (US)
Publication Details
- Journal
- Organic Letters
- Published
- 2025-09-10
- DOI
- https://doi.org/10.1021/acs.orglett.5c03452
- Primary Topic
- Fluorine in Organic Chemistry
- Type
- article
- Field-Weighted Citation Impact
- 0.00