Related Experiment Video
Updated: Jan 14, 2026

Facile Preparation of 2Z,4E-Dienamides by the Olefination of Electron-deficient Alkenes with Allyl Acetate
Published on: June 21, 2017
Ru(II)-Catalyzed Transfer Vinylation of Alcohols
1Catalysis for sustainable processes, Leibniz-Institut für Katalyse, Albert-Einstein-Straße 29a, 18059, Rostock, Germany.
Ruthenium catalysts efficiently perform transfer vinylation of alcohols using alkyl vinyl ethers. The catalyst Bis(2-methylallyl)(1,5-cyclooctadiene)ruthenium(II) shows good yields, and vinylating agents are recyclable.
Area of Science:
- Organometallic Chemistry
- Catalysis
- Organic Synthesis
Background:
- Transfer vinylation offers a synthetic route to vinyl ethers.
- Development of efficient catalysts is crucial for this transformation.
Purpose of the Study:
- To investigate ruthenium catalysts for alcohol transfer vinylation.
- To evaluate Bis(2-methylallyl)(1,5-cyclooctadiene)ruthenium(II) for efficiency and scope.
- To assess the recyclability of reaction components.
Main Methods:
- Reaction of alcohols with alkyl vinyl ethers.
- Utilizing Bis(2-methylallyl)(1,5-cyclooctadiene)ruthenium(II) as the catalyst.
- Analysis of reaction products and yields.
- Separation and recycling of reagents.
Main Results:
- Efficient transfer vinylation of primary alcohols was achieved.
- Average yields were obtained for secondary alcohols.
- Successful separation and reuse of ethyl vinyl ether as a vinylating agent were demonstrated.
Conclusions:
- Bis(2-methylallyl)(1,5-cyclooctadiene)ruthenium(II) is an effective catalyst for alcohol transfer vinylation.
- The reaction exhibits good yields for primary alcohols and moderate yields for secondary alcohols.
- The process is sustainable due to the recyclability of the vinylating agent.
Related Concept Videos
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...
Acid-Catalyzed Dehydration of Alcohols to Alkenes
Aldehydes and Ketones with Alcohols: Hemiacetal Formation
Reactions of Aldehydes and Ketones: Baeyer–Villiger Oxidation
The carbonyl center is activated by...
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.
Aldehydes and Ketones to Alkenes: Wittig Reaction Overview

