Citation: Li Li, Zhi-Xin Yan, Chuan-Kun Ran, Yi Liu, Shuo Zhang, Tian-Yu Gao, Long-Fei Dai, Li-Li Liao, Jian-Heng Ye, Da-Gang Yu. Electro-reductive carboxylation of CCl bonds in unactivated alkyl chlorides and polyvinyl chloride with CO₂[J]. Chinese Chemical Letters, ;2024, 35(12): 110104. doi: 10.1016/j.cclet.2024.110104 shu

Electro-reductive carboxylation of CCl bonds in unactivated alkyl chlorides and polyvinyl chloride with CO₂

Li Li ^{a, 1} ,
Zhi-Xin Yan ^{a, 1} ,
Chuan-Kun Ran ^{a, 1} ,
Yi Liu ^a ,
Shuo Zhang ^a ,
Tian-Yu Gao ^a ,
Long-Fei Dai ^a ,
Li-Li Liao ^{b, *,} ,
Jian-Heng Ye ^a ,
Da-Gang Yu ^{a, *,}

a.
Key Laboratory of Green Chemistry & Technology of Ministry of Education, College of Chemistry, Sichuan University, Chengdu 610064, China
b.
School of Chemistry and Chemical Engineering, Chongqing Key Laboratory of Chemical Theory and Mechanism, Chongqing University, Chongqing 400030, China

liaoll@cqu.edu.cn

dgyu@scu.edu.cn

Received Date: 23 May 2024
Revised Date: 5 June 2024
Accepted Date: 6 June 2024
Available Online: 8 June 2024

Figures(5)

The carboxylation of readily available organo halides with CO₂ represents a practical strategy to afford valuable carboxylic acids. However, efficient carboxylation of inexpensive unactivated alkyl chlorides is still underdeveloped. Herein, we report the electro-reductive carboxylation of CCl bonds in unactivated chlorides and polyvinyl chloride with CO₂. A variety of alkyl carboxylic acids are obtained in moderate to good yields under mild conditions with high chemoselectivity. Importantly, the utility of this electro-reductive carboxylation is demonstrated with great potential in polyvinyl chloride (PVC) upgrading, which could convert discarded PVC from hydrophobic to hydrophilic functional products. Mechanistic experiments support the successive single electron reduction of unactivated chlorides to generate alkyl anion species and following nucleophilic attack on CO₂ to give desired products.
- Carbon dioxide,
- Carboxylation,
- Electrochemistry,
- Unactivated alkyl chlorides,
- Polyvinyl chloride
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沈阳化工大学材料科学与工程学院沈阳 110142

Electro-reductive carboxylation of CCl bonds in unactivated alkyl chlorides and polyvinyl chloride with CO2

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通讯作者: 陈斌, bchen63@163.com

Electro-reductive carboxylation of CCl bonds in unactivated alkyl chlorides and polyvinyl chloride with CO₂