RESUMEN
We report an unprecedented catalytic protocol for the enantioselective decarbonylative transformation of aryl aldehydes. In this process, the decarbonylation of aldehydes catalyzed by chiral iridium complexes enabled the formation of asymmetric C-C bonds through the formation of an aryl-iridium intermediate. The decarbonylative aryl addition to bicyclic alkenes was fluidly performed without a stoichiometric aryl-metal reagent, such as aryl boronic acid, with a cationic iridium complex generated inâ situ from Ir(cod)2 (BArF 4 ) and the sulfur-linked bis(phosphoramidite) ligand ((R,R)-S-Me-BIPAM). This reaction has broad functional group compatibility, and no waste is generated, except carbon monoxide.
RESUMEN
Invited for the cover of this issue are Tomohiko Shirai and co-workers at the National Institute of Technology Kochi College and their collaborators at Chuo and Hokkaido Universities. The image depicts how asymmetric decarbonylative C-C bond formation by the Ir/S-Me-BIPAM complex takes precedence over aldehyde decarbonylation. Read the full text of the article at 10.1002/chem.202104347.
RESUMEN
Practical synthetic applications of catalytic decarboxylation in producing useful molecules are limited. We report herein the cationic Ir-catalyzed decarboxylations of various electron-rich and -poor aromatic carboxylic acids to produce hydrocarbons in good yield (up to >99%). Additionally, this reaction is applicable in decarboxylative hydroarylation of bicyclic alkenes and decarboxylative fluorination, indicating the potential utility of this catalytic decarboxylation in synthetic chemistry.