Metal-free alkene hydroboration with pinacolborane employing C<sub>6</sub>F<sub>5</sub>BH<sub>2</sub>·SMe<sub>2</sub> as a precatalyst
We have developed C<sub>6</sub>F<sub>5</sub>BH<sub>2</sub>·SMe<sub>2</sub> as a unique, metal-free precatalyst for alkene hydroboration. It combines high reactivity and excellent regio- and chemoselectivity. Mechanistic studies reveal that the catalyst's structure is nearly ideal: the transborylation step occurs <i>via</i> an [sp<sup>3</sup>-C-B/B-H] transition state and the hydroborylation step goes through a low barrier (Δ<i>G</i><sup>‡</sup> = 15.2 kcal mol<sup>-1</sup>) with cyclohexene as a substrate.
Authors
- Timo Repo (ORCID: https://orcid.org/0000-0002-3116-6199)
- Petra Vasko (ORCID: https://orcid.org/0000-0003-4202-6869)
- Nikita A. Slesarchuk (ORCID: https://orcid.org/0000-0001-5987-3381)
- George Doerksen
Institutions
- University of Helsinki (FI)
- University of Calgary (CA)
- Helsinki Institute of Physics (FI)
Publication Details
- Journal
- Chemical Communications
- Published
- 2025-01-01
- DOI
- https://doi.org/10.1039/d5cc01110h
- Citations
- 3
- Primary Topic
- Boron Compounds in Chemistry
- Type
- article
- Field-Weighted Citation Impact
- 4.08
Funders
- Helsingin Yliopisto
- European Commission
- Mitacs
- China Scholarship Council
- HORIZON EUROPE Framework Programme