ArticleAngewandte Chemie (International ed. in English)2020
Reduction of Activated Alkenes by P
Article in Angewandte Chemie (International ed. in English), 2020. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 14 papers.
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Who cites it
14 citing papers in PubMed.
- State-of-the-Art and Synthetic Challenges for Hydrosilane Production.Chemistry (Weinheim an der Bergstrasse, Germany) · 2026Review
- Water as a Sustainable Hydrogen Donor in Transfer Hydrogenation and Reduction Reactions.Chemical record (New York, N.Y.) · 2026Review
- Deoxygenative phosphonation of ketones by titanium.Chemical science · 2026Article
- Cobalt- or rhodium-catalyzed synthesis of 1,2-dihydrophosphete oxidesChemical science · 2024Article
- Expanding Reaction Profile of Allyl Carboxylates via 1,2-Radical Migration (RaM): Visible-Light-Induced Phosphine-Catalyzed 1,3-Carbobromination of Allyl Carboxylates.Journal of the American Chemical Society · 2023Article
- Photocatalytic Abstraction of Hydrogen Atoms from Water Using Hydroxylated Graphitic Carbon Nitride for Hydrogenative Coupling Reactions.Angewandte Chemie (International ed. in English) · 2022Article
- PJournal of the American Chemical Society · 2021Article
- Catalytic Hydrodefluorination via Oxidative Addition, Ligand Metathesis, and Reductive Elimination at Bi(I)/Bi(III) Centers.Journal of the American Chemical Society · 2021Article
- Phosphorus-Based Catalysis.ACS central science · 2021Review
- Main Group Redox Catalysis of Organopnictogens: Vertical Periodic Trends and Emerging Opportunities in Group 15.Journal of the American Chemical Society · 2021Article
- Catalytic Activation of NJournal of the American Chemical Society · 2020Article
- Let's Make White Phosphorus Obsolete.ACS central science · 2020Review
- An Improved PJournal of the American Chemical Society · 2020Article
- Reduction of Activated Alkenes by PAngewandte Chemie (International ed. in English) · 2020Article
Corrections and comments
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Authors and funding
2 authors.
Funding
Abstract
The carbon-carbon double bond of unsaturated carbonyl compounds was readily reduced by using a phosphetane oxide catalyst in the presence of a simple organosilane as the terminal reductant and water as the hydrogen source. Quantitative hydrogenation was observed when 1.0 mol % of a methyl-substituted phosphetane oxide was employed as the catalyst. The procedure is highly selective towards activated double bonds, tolerating a variety of functional groups that are usually prone to reduction. In total, 25 alkenes and two alkynes were hydrogenated to the corresponding alkanes in excellent yields of up to 99 %. Notably, less active poly(methylhydrosiloxane) could also be utilized as the terminal reductant. Mechanistic investigations revealed the phosphane as the catalyst resting state and a protonation/deprotonation sequence as the crucial step in the catalytic cycle.
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Registered trials
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