Ligand-modulated palladium-catalyzed aerobic alcohol oxidations
Matthew S Sigman1, David R Jensen
1Department of Chemistry, University of Utah, 315 South 1400 East, Salt Lake City, UT 84112-8500, USA. sigman@chem.utah.edu
Abstract:
The discovery and investigation of ligand-modulated Pd-catalyzed aerobic alcohol oxidations is documented. The project has evolved from a simple empirical discovery that (-)-sparteine, in combination with Pd(II) salts, facilitates the aerobic oxidative kinetic resolution of secondary alcohols to an in-depth physical organic investigation that has provided key insights into how new, more effective catalysts can be designed. Mechanistic investigations, the substrate scope for the catalysts developed, and implications to oxidation catalysis are discussed.
More Related Videos
11:16Preparation of Silver-Palladium Alloyed Nanoparticles for Plasmonic Catalysis under Visible-Light Illumination
Published on: August 18, 2020
11:44Mizoroki-Heck Cross-coupling Reactions Catalyzed by Dichloro{bis[1,1',1''-(phosphinetriyl)tripiperidine]}palladium Under Mild Reaction Conditions
Published on: March 20, 2014
Related Concept Videos
Oxidation of Alcohols
The process of oxidation in a chemical reaction is observed in any of the three forms:
Hydroboration-Oxidation of Alkenes
Radical Oxidation of Allylic and Benzylic Alcohols
Preparation of Alcohols via Addition Reactions
The acid-catalyzed addition of water to the double bond of alkenes is a large-scale industrial method used to synthesize low-molecular-weight alcohols. An acidic atmosphere is required to allow the hydrogen in the water molecule to act as an electrophile and attack the double bond in an alkene. The addition of a proton to the double bond creates a carbocation intermediate. The proton preferentially bonds to the less substituted end of the double bond to create a more stable carbocation...
Aldehydes and Ketones with Alcohols: Hemiacetal Formation
Oxidation of Alkenes: Syn Dihydroxylation with Osmium Tetraoxide
