Electrochemical Dicarboxylation of Vinyl Epoxide with CO 2 for the Facile and Selective Synthesis of Diacids
Year: 2024
Type: article
Abstract: We present a novel electrochemical dicarboxylation of epoxides with CO 2 , characterized by the cleavage of two C−O single bonds. Not only are vinyl epoxides viable, but cyclic carbonates also serve as effective substrates, facilitating the synthesis of E ‐configured adipic and octanedioic acids with high chemo‐, regio‐, and stereoselectivity. The synthetic practicality is further highlighted by the diverse functionalizations of the resulting multifunctional diacids. Mechanistic studies support the single‐electron transfer reduction of CO 2 to its radical anion, which undergoes radical addition to the vinyl moiety of epoxides. The subsequent reductive cleavage of two C−O bonds, coupled with a nucleophilic attack on CO 2 , culminates in the formation of the desired diacid products.
Authors: Deyong Yang, Ying Sun, Nan Feng, Yuqing Zhong, Jian Zhou, Feng Zhou
Language: English
Subfield: Process Chemistry and Technology
Field: Chemical Engineering
Domain: Physical Sciences
SDG: Climate action
Open Access status: bronze
OpenAlex ID: W4405868524