Carboxylation of Alkenes with CO2 via Photocatalytic Cleavage of C=C Double Bonds

被引:0
|
作者
Yuan, Pan-Feng [1 ]
Meng, Qing-Yuan [1 ,2 ]
机构
[1] Chinese Acad Sci, Inst Chem, Beijing Natl Lab Mol Sci, CAS Key Lab Mol Recognit & Funct, 2,1St North St, Beijing 100190, Peoples R China
[2] Univ Chinese Acad Sci, 80 Zhongguancun East Rd, Beijing 100049, Peoples R China
基金
中国国家自然科学基金;
关键词
alkenes; carbon dioxide; carboxylation; photocatalysis; synthetic methods; CATALYZED REDUCTIVE CARBOXYLATION; C-N BONDS; CARBON-DIOXIDE; VISIBLE-LIGHT; REGIOSELECTIVE HYDROCARBOXYLATION; SELECTIVE CARBOXYLATION; AMINOALKYL RADICALS; OXIDATIVE CLEAVAGE; PHOTOREDOX; ALKYNES;
D O I
10.1055/s-0043-1763755
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The cleavage of double bonds in alkenes constitutes an integral process in converting feedstock materials into high-value synthetic intermediates. Well-known examples such as the oxidative cleavage of olefins and olefin metathesis only facilitate the synthesis of oxygen-containing compounds and the recombination of olefins. Therefore, it is appealing to extend C=C double bond cleavage to yield more abundant transformations. Herein, we report a novel photocatalytic approach for the deconstructive carboxylation of alkenes with CO(2 )for the synthesis of carboxylic acids in the absence of transition metals. Compared with reported carboxylations with CO2 during which carbon numbers are typically increased, we achieve the exchange of carbon di-oxide with one of the carbons of the alkene double bond, thus providing carboxylic acids with unchanged carbon numbers when terminal alkenes are used.
引用
收藏
页数:10
相关论文
共 50 条
  • [1] Photocatalytic carboxylation of styrenes with CO2 via C=C double bond cleavage
    Cao, Ke-Gong
    Gao, Tian-Yu
    Liao, Li -Li
    Jiang, Yuan-Xu
    Zhang, Wei
    Zhou, Qi
    Ye, Jian-Heng
    Lan, Yu
    Yu, Da -Gang
    CHINESE JOURNAL OF CATALYSIS, 2024, 56 : 74 - 80
  • [3] Recent Advances in Photocatalytic Carboxylation with CO2 via σ-Bond Cleavage
    Dou Qian
    Wang Taimin
    Li Sifeng
    Fang Lijing
    Zhai Hongbin
    Cheng Bin
    CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2022, 42 (12) : 4257 - 4274
  • [4] A Light/Ketone/Copper System for Carboxylation of Allylic C-H Bonds of Alkenes with CO2
    Ishida, Naoki
    Masuda, Yusuke
    Uemoto, Sho
    Murakami, Masahiro
    CHEMISTRY-A EUROPEAN JOURNAL, 2016, 22 (19) : 6524 - 6527
  • [5] A photocatalytic method for the regioselective carboxylation of azine C-H bonds using CO2
    Jiang, Yuan-Xu
    Yu, Da-Gang
    NATURE SYNTHESIS, 2024, 3 (03): : 305 - 306
  • [6] Advances in photocatalytic carboxylation of C(sp3)-H bonds with CO2: a sustainable strategy for CO2 fixation
    David, A. John
    Das, Anjan
    GREEN CHEMISTRY, 2025, 27 (04) : 851 - 862
  • [7] Recycling CO2 via C-H carboxylation
    Kanan, Matthew
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2015, 250
  • [8] Copper-Catalyzed Carboxylation of C-F Bonds with CO2
    Yan, Si-Shun
    Wu, Dong-Shan
    Ye, Jian-Heng
    Gong, Li
    Zeng, Xin
    Ran, Chuan-Kun
    Gui, Yong-Yuan
    Li, Jing
    Yu, Da-Gang
    ACS CATALYSIS, 2019, 9 (08) : 6987 - 6992
  • [9] Recent progress in reductive carboxylation of C-O bonds with CO2
    Behmagham, Farnaz
    Abdullah, Media Noori
    Saied, Shakir Mahmood
    Azeez, Maha Dhurgham
    Abbass, Russul R.
    Adhab, Ayat Hussein
    Vessally, Esmail
    RSC ADVANCES, 2023, 13 (46) : 32502 - 32517
  • [10] Pd(II)-catalyzed carboxylation of aromatic C?H bonds with CO2
    Kemper, Gregor
    Hoelscher, Markus
    Leitner, Walter
    SCIENCE ADVANCES, 2023, 9 (05)