Carbon monoxide is used in many chemical syntheses. It is a colorless, odorless gas that is highly toxic. Exposure to CO is hard to detect until the late stages so it must be handled with extreme caution. Troels Skrydstrup and co-workers, Aarhus University, Denmark, have developed a harmless powder, which when treated with a catalyst can release CO for use in organic reactions.
The team used a sealed two-chamber system with a CO-producing chamber and a CO-consuming chamber. A stable and solid acid chloride derivative was decarbonylated by a palladium catalyst. The resultant CO then diffused into the CO-consuming chamber where a range of carbonylation reactions were performed leading to several pharmaceutically relevant compounds.
This technique will be of high value for synthetic chemists, not only as a new source of a safe and storable CO gas, but also because of its ease in handling and straightforward use in CO related chemistry, including isotope labeling studies.
- Ex Situ Generation of Stoichiometric and Substoichiometric 12CO and 13CO and Its Efficient Incorporation in Palladium Catalyzed Aminocarbonylations
P. Hermange, A. T. Lindhardt, R. H. Taaning, K. Bjerglund, D. Lupp, T. Skrydstrup,
J. Am. Chem. Soc. 2011.