Selective and efficient hydrosilylations of esters to alcohols by a well-defined manganese(I) complex with a commercially available bisphosphine ligand are described. These reactions are easy alternatives for stoichiometric hydride reduction or hydrogenation, and employing cheap, abundant, and nonprecious metal is attractive. The hydrosilylations were performed at 100 °C under solvent-free conditions with low catalyst loading. A large variety of aromatic, aliphatic, and cyclic esters bearing different functional groups were selectively converted into the corresponding alcohols in good yields.
Download full-text PDF |
Source |
|---|---|
| http://dx.doi.org/10.1021/acs.orglett.0c01144 | DOI Listing |
Publication Analysis
Top Keywords
Similar Publications
A comprehensive survey of Mn(I) carbonyls as CO-releasing molecules reported over the last two decades.
Dalton Trans
December 2024
Department of Chemistry, Faculty of Science, Cairo University, Gamma Street, Giza, Cairo 12613, Egypt.
Over the last two decades, manganese(I) carbonyl complexes have been widely investigated as carbon monoxide releasing molecules (CORMs) to transfer small quantities of CO to biological targets to have beneficial impacts such as preventing ischemia reperfusion injury and reducing organ transplant rejection. Furthermore, these complexes exhibit beneficial anti-coagulative, anti-apoptotic, anti-inflammatory, and anti-proliferative properties. Owing to their highly controlled substitution chemistry and oxidative durability, Mn(I) carbonyl moieties were combined with a wide range of auxiliary ligands, including biomolecules.
View Article and Find Full Text PDFEfficient hydrogenation of ketones over the diaminophosphino manganese complex.
Dalton Trans
October 2024
Anhui Province Engineering Laboratory of Advanced Building Materials, College of Materials and Chemical Engineering, Anhui Jianzhu University, Hefei, 230601, China.
Herein, we synthesized new manganese(I) complexes coordinated with the tetradentate ligand PNNP. The complexes show higher activity and excellent substituent tolerance in contrast to their manganese counterparts and are applicable in the hydrogenation of a wide range of aromatic, aliphatic and heterocyclic ketones to their corresponding alcohols.
View Article and Find Full Text PDFManganese catalysed reduction of nitriles with amine boranes.
Catal Sci Technol
August 2024
Institute of Applied Synthetic Chemistry, TU Wien Getreidemarkt 9/163-AC A-1060 Wien Austria
The room temperature reduction of various nitriles using amine boranes (ABs) catalysed by a manganese(i) alkyl complex is described. Based on experimental findings, a plausible mechanistic scenario is presented. This includes the presence of two catalytic cycles, one for productive reduction of nitriles and one for hydrogen evolution.
View Article and Find Full Text PDFAsymmetric Transfer Hydrogenation of Ketones Improved by PNN-Manganese Complexes.
J Org Chem
September 2024
College of Science, Hebei Agricultural University, Baoding 071001, China.
Chiral manganese(I) complexes that contain carbocyclic-fused 8-amino-5,6,7,8-tetrahydroquinolinyl groups that are appended with distinct -R substituents have proven to be effective catalysts in the asymmetric transfer hydrogenation (ATH) of a wide range of ketones (48 examples). Notably, proved to be the most productive catalyst, allowing an outstanding turnover number of 8300 with catalyst loadings as low as 0.01 mol %.
View Article and Find Full Text PDFChemoselective Hydrogenation of α,β-Unsaturated Ketones Catalyzed by a Manganese(I) Hydride Complex.
Org Lett
May 2024
Schulich Faculty of Chemistry, Technion - Israel Institute of Technology, Technion City, 3200008 Haifa, Israel.
Here, we report the chemoselective hydrogenation of α,β-unsaturated ketones catalyzed by a well-defined Mn(I) PCP pincer complex [(PCP)Mn(CO)H] (). The reaction is compatible with a wide variety of functional groups that include halides, esters, amides, nitriles, nitro, alkynes, and alkenes, and for most substrates occurs readily at ambient hydrogen pressure (1-2 bar). Mechanistic studies and deuterium labeling experiments reveal a non-cooperative mechanism, which is further discussed in this report.
View Article and Find Full Text PDFWant AI Summaries of new PubMed Abstracts delivered to your In-box?
Enter search terms and have AI summaries delivered each week - change queries or unsubscribe any time!