In situ silane activation enables catalytic reduction of carboxylic acids

Stoll, Emma L.; Barber, Thomas; Hirst, David J.; Denton, Ross M.

Abstract

We describe a catalytic system for the conversion of carboxylic acids into alcohols using substoichiometric zinc acetate and N-methyl morpholine, in combination with phenylsilane as the nominal terminal reductant. Reaction monitoring by 19F NMR spectroscopy demonstrates that the reaction proceeds by mutual activation of the carboxylic acid and silane through the in situ generation of silyl ester intermediates.

Citation

Stoll, E. L., Barber, T., Hirst, D. J., & Denton, R. M. (2022). In situ silane activation enables catalytic reduction of carboxylic acids. Chemical Communications, 58(21), 3509-3512. https://doi.org/10.1039/D1CC03396D

• Journal Article Type: Article
• Acceptance Date: Jan 20, 2022
• Online Publication Date: Jan 20, 2022
• Publication Date: Mar 14, 2022
• Deposit Date: Feb 17, 2022
• Publicly Available Date: Jan 21, 2023
• Journal: Chemical Communications
• Print ISSN: 1359-7345
• Electronic ISSN: 1364-548X
• Publisher: Royal Society of Chemistry
• Peer Reviewed: Peer Reviewed
• Volume: 58
• Issue: 21
• Pages: 3509-3512
• DOI: https://doi.org/10.1039/D1CC03396D
• Keywords: Materials Chemistry; Metals and Alloys; Surfaces, Coatings and Films; General Chemistry; Ceramics and Composites; Electronic, Optical and Magnetic Materials; Catalysis
• Public URL: https://nottingham-repository.worktribe.com/output/7472292
• Publisher URL: https://pubs.rsc.org/en/content/articlelanding/2022/cc/d1cc03396d