Journal
ACS CATALYSIS
Volume 12, Issue 5, Pages 2781-2787Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acscatal.2c00418
Keywords
carbon dioxide; carboxylation; selectivity; photoredox catalysis; dual catalysis
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Funding
- National Natural Science Foundation of China [21871163, 22071134]
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The carboxylation reaction of allylic alcohols with carbon dioxide is achieved using photoredox/nickel dual catalysis, resulting in exclusively linear acids with good Z/E stereoselectivity. The use of Hantzsch ester as a reductant instead of stoichiometric metallic reductants allows the reaction to be carried out at room temperature with a blue LED light source. Mechanistic studies indicate that the presence of water in the catalytic system is crucial for the success of the reaction, which is likely to proceed through the oxidative addition of the in situ formed allylic hydrogen carbonate.
Carboxylation of allylic alcohols with carbon dioxide is accomplished by photoredox/nickel dual catalysis, generating linear acids exclusively with good Z/E stereoselectivity. Hantzsch ester is employed as the reductant instead of stoichiometric metallic reductants, and the reaction can be conducted under room temperature with a blue LED light source. Mechanistic studies reveal that the presence of water in this catalytic system is critical to the success of the reaction, and the reaction is more likely to proceed in oxidative addition of the in situ formed allylic hydrogen carbonate.
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