o-Alkylphenyl ketones undergo a C-C bond forming carboxylation reaction with CO2 simply upon irradiation with UV light or even solar light. The reaction presents a clean process exploiting light energy as the driving force for carboxylation of organic molecules with CO2.
A photoinduced carboxylation reaction of benzylic and
aliphatic
C–H bonds with CO2 is developed. Toluene derivatives
capture gaseous CO2 at the benzylic position to produce
phenylacetic acid derivatives when irradiated with UV light in the
presence of an aromatic ketone, a nickel complex, and potassium tert-butoxide. Cyclohexane reacts with CO2 to
furnish cyclohexanecarboxylic acid under analogous reaction conditions.
The present photoinduced carboxylation reaction provides a direct
access from readily available hydrocarbons to the corresponding carboxylic
acids with one carbon extension.
A photo-induced carboxylation reaction of allylic C-H bonds of simple alkenes with CO2 is prompted by means of a ketone and a copper complex. The unique carboxylation reaction proceeds through a sequence of an endergonic photoreaction of ketones with alkenes forming homoallyl alcohol intermediates and a thermal copper-catalyzed allyl transfer reaction from the homoallyl alcohols to CO2 through C-C bond cleavage.
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