Related Experiment Video
Updated: Aug 22, 2026

Achieving Moderate Pressures in Sealed Vessels Using Dry Ice As a Solid CO2 Source
Published on: August 17, 2018
Evolution of carbonylation catalysis: no need for carbon monoxide
Tsumoru Morimoto1, Kiyomi Kakiuchi
1Graduate School of Materials Science, Nara Institute of Science and Technology, Takayama, Ikoma, Nara 630-0192, Japan. morimoto@ms.naist.jp
Abstract:
Progress in organometallic catalysis began with the discovery of the Roelen reaction (hydroformylation with carbon monoxide and hydrogen) in 1938 and the Reppe reaction (hydrocarboxylation with carbon monoxide and water) in 1939. Since then, carbonylation chemistry by using carbon monoxide has occupied a central position in organometallic chemistry, as it relates to organic synthesis. There is, however, the problem of using gaseous carbon monoxide (a toxic greenhouse gas) in this chemistry. Recently, some strategies that address this issue have appeared. This minireview describes carbonylation reactions that can be conducted without the direct use of carbon monoxide. These carbonylation reactions provide reliable and accessible tools for synthetic organic chemists.
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.
Nucleophilic Addition to the Carbonyl Group: General Mechanism
A stronger nucleophile can directly attack the electrophilic center, the carbonyl carbon. The HOMO orbital of the nucleophile interacts with the LUMO (π* antibonding) orbital present on the carbonyl carbon. This interaction breaks the π bond and shifts the π bonding...
Reduction of Alkenes: Catalytic Hydrogenation
Metals like palladium, platinum, and nickel are commonly used in their solid forms — fine powder on an inert surface. As these catalysts remain insoluble in the reaction mixture, they are referred to as heterogeneous catalysts.
The hydrogenation process takes place on the surface of...
Oxidation of Alkenes: Syn Dihydroxylation with Osmium Tetraoxide
Reactions of Aldehydes and Ketones: Baeyer–Villiger Oxidation
The carbonyl center is activated by...
Heterogeneous Catalysis

