The Skrydstrup group has developed reagents and glassware for carrying out transition metal catalyzed carbonylations in a simple and safe manner. Upon treatment with a palladium catalyst, the acid chloride, COgen, liberates carbon monoxide in near quantitative amounts from any aprotic solvent and at a wide temperature range. Its carbon-13 labeled counterpart, 13COgen, provides the 13C-CO under identical conditions. In combination with the two-chamber reactor, COware, the release of CO in one chamber and its direct application in the second chamber provides a convenient method for running stoichiometric carbonylation reactions without the direct handling of CO. To date, this CO-technique has found application in numerous carbonylation purposes including amino-, alkoxy-, thio- and reductive carbonylations. Furthermore, they have developed conditions for running the carbonylative versions of the Suzuki-Miyaura coupling, the Mizoroki-Heck reaction, the α-arylation and even access to
α-ketoamides via a double carbonylation, all by employing the COware-COgen combination. Again, the carbon-13 labeled compounds were obtained by the simple substitution of COgen for 13COgen.
Skrydstrup Group Website
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