C−O Hydrogenolysis Catalyzed by Pd-PMHS Nanoparticles in the Company of Chloroarenes
| Autor: | Ronald J. Rahaim, Robert E. Maleczka |
|---|---|
| Rok vydání: | 2011 |
| Předmět: |
Siloxanes
Hydrosilylation chemistry.chemical_element Biochemistry Medicinal chemistry Chloride Catalysis Article chemistry.chemical_compound Hydrogenolysis Hydrocarbons Chlorinated medicine Combinatorial Chemistry Techniques Organic chemistry Physical and Theoretical Chemistry Deoxygenation Polymethylhydrosiloxane Aqueous solution Molecular Structure Organic Chemistry Stereoisomerism Carbon Oxygen chemistry Nanoparticles Hydrochloric Acid Oxidation-Reduction Palladium medicine.drug |
| Zdroj: | Organic Letters. 13:584-587 |
| ISSN: | 1523-7052 1523-7060 |
| DOI: | 10.1021/ol102757v |
| Popis: | Catalytic Pd(OAc)(2) and polymethylhydrosiloxane (PMHS), in conjunction with aqueous KF, and a catalytic amount of an aromatic chloride, effects the chemo-, regio-, and stereoselective deoxygenation of benzylic oxygenated substrates at room temperature in THF. Preliminary mechanistic experiments suggest the process to involve palladium-nanoparticle-catalyzed hydrosilylation followed by C-O reduction. The chloroarene additive appears to facilitate the hydrogenolysis process through the slow controlled release of HCl. |
| Databáze: | OpenAIRE |
| Externí odkaz: |
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