Abstract
Rapid, clean hydroboration of ketones and aldehydes with HBpin is achieved using the homoleptic rare-earth catalyst La[N(SiMe3)2]3 (LaNTMS). The reaction employs low catalyst loadings (0.01-1 mol % LaNTMS), proceeds rapidly (>99% in 5 min) at 25 °C, and is moderately air-tolerant. Additionally, this hydroboration has good functional group compatibility, including halides, nitro groups, and nitriles, and is exclusively carbonyl-selective in the presence of alkenes and alkynes.
| Original language | English |
|---|---|
| Pages (from-to) | 1244-1247 |
| Number of pages | 4 |
| Journal | ACS Catalysis |
| Volume | 7 |
| Issue number | 2 |
| DOIs | |
| Publication status | Published - Feb 3 2017 |
Keywords
- carbonyl hydroboration
- chemoselective hydroboration
- homogeneous catalysis
- ketone/aldehyde reduction
- lanthanide
ASJC Scopus subject areas
- Catalysis
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Cite this
Weidner, V. L., Barger, C. J., Delferro, M., Lohr, T. L., & Marks, T. J. (2017). Rapid, Mild, and Selective Ketone and Aldehyde Hydroboration/Reduction Mediated by a Simple Lanthanide Catalyst. ACS Catalysis, 7(2), 1244-1247. https://doi.org/10.1021/acscatal.6b03332