Related Experiment Video
Updated: Jul 23, 2025

Palladium N-Heterocyclic Carbene Complexes: Synthesis from Benzimidazolium Salts and Catalytic Activity in Carbon-carbon Bond-forming Reactions
Published on: July 30, 2017
Towards "homeopathic" palladium-catalysed alkoxycarbonylation of aliphatic and aromatic olefins
Weiheng Huang1, Ralf Jackstell1, Robert Franke2,3
1Leibniz-Institut für Katalyse e. V., Albert-Einstein-Straße 29a, Rostock 18059, Germany. Matthias.Beller@catalysis.de.
Abstract:
Palladium-catalysed alkoxycarbonylation of alkenes allows for atom-efficient synthesis of esters from easily available alkenes in an industrially viable manner. One of the major costs associated with this process is the consumption of the catalyst system. Hence, for economic and ecologic reasons it is desirable to minimize the amount of metal and ligands wherever possible. Herein, we report "a homeopathic" palladium-catalysed alkoxycarbonylation of olefins under comparably mild conditions. The key to success is the homemade ligand LIKATphos providing good to excellent yields of ester products with catalyst turnover numbers in the range of 106.
More Related Videos
Related Concept Videos
Alkynes to Aldehydes and Ketones: Hydroboration-Oxidation
One of the convenient methods for the preparation of aldehydes and ketones is via hydration of alkynes. Hydroboration-oxidation of alkynes is an indirect hydration reaction in which an alkyne is treated with borane followed by oxidation with alkaline peroxide to form an enol that rapidly converts into an aldehyde or a ketone. Terminal alkynes form aldehydes, whereas internal alkynes give ketones as the final product.
Oxidation of Alkenes: Syn Dihydroxylation with Osmium Tetraoxide
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...
Reactions of Aldehydes and Ketones: Baeyer–Villiger Oxidation
The carbonyl center is...
Preparation of Alkynes: Alkylation Reaction
Alkylation of terminal alkynes with primary alkyl halides in the presence of a strong base like sodium amide is one of the common methods for the synthesis of longer carbon-chain alkynes. For example, treatment of 1-propyne with sodium amide followed by reaction with ethyl bromide yields 2-pentyne.
Alkenes via Reductive Coupling of Aldehydes or Ketones: McMurry Reaction

