Abstract
Electrochemical reduction of organic compounds in the presence of carbon dioxide results in the fixation of carbon dioxide into the substrates with carbon-carbon bond forming reaction to yield the corresponding carboxylic acids. The reaction is called “electrochemical carboxylation” or “electrocarboxylation”. Various kinds of carboxylic acids have been synthesized using carbon dioxide as a carboxyl group source by electrochemical carboxylation. In this mini-review, several representative kinds of carboxylic acids synthesized from carbon dioxide by electrochemical carboxylation are briefly summarized/introduced, comparing past and latest.
Graphical Abstract
[http://dx.doi.org/10.1016/S0040-4039(01)94435-1]
[http://dx.doi.org/10.1021/jo00977a020]
[http://dx.doi.org/10.1021/jo00933a001]
[http://dx.doi.org/10.1021/jo00933a002]
[http://dx.doi.org/10.1002/anie.198409791]
[http://dx.doi.org/10.1016/S0040-4039(00)98538-1]
[http://dx.doi.org/10.3891/acta.chem.scand.45-0987]
[http://dx.doi.org/10.1055/s-1990-26880]
[http://dx.doi.org/10.1016/S1003-9953(07)60006-1]
[http://dx.doi.org/10.1016/j.cogsc.2016.10.003]
[http://dx.doi.org/10.1002/tcr.202100081] [PMID: 33955143]
[http://dx.doi.org/10.1055/s-0033-1340061]
[http://dx.doi.org/10.3762/bjoc.10.260] [PMID: 25383120]
[http://dx.doi.org/10.1002/cssc.201801063] [PMID: 29882632]
[http://dx.doi.org/10.1002/cjoc.201700742]
[http://dx.doi.org/10.1002/nano.202000001]
[http://dx.doi.org/10.1002/aesr.202100001]
[http://dx.doi.org/10.1016/j.gresc.2021.01.009]
[http://dx.doi.org/10.1016/j.ces.2020.116142]
[http://dx.doi.org/10.1016/j.cogsc.2021.100525]
[http://dx.doi.org/10.22034/jchemlett.2021.275293.1023]
[http://dx.doi.org/10.1002/asia.202200543] [PMID: 35792032]
[http://dx.doi.org/10.1002/tcr.202100296] [PMID: 35103382]
[http://dx.doi.org/10.1016/S1872-2067(22)64180-9]
[http://dx.doi.org/10.1016/j.gce.2021.12.001]
[http://dx.doi.org/10.1039/D2CC05242C] [PMID: 36426711]
[http://dx.doi.org/10.1002/chem.202204073] [PMID: 36912894]
[http://dx.doi.org/10.1016/S0040-4020(01)86724-7]
[http://dx.doi.org/10.1021/ja00008a003]
[http://dx.doi.org/10.1021/ja00044a018]
[http://dx.doi.org/10.1039/C39920001729]
[http://dx.doi.org/10.1002/(SICI)1099-0690(199809)1998:9<1811:AID-EJOC1811>3.0.CO;2-V]
[http://dx.doi.org/10.1039/C9OB01752F] [PMID: 31528934]
[http://dx.doi.org/10.5796/electrochemistry.81.380]
[http://dx.doi.org/10.1002/anie.202210201] [PMID: 36018273]
[http://dx.doi.org/10.1002/anie.202214710]
[http://dx.doi.org/10.1038/s41586-022-05667-0] [PMID: 36603811]
[http://dx.doi.org/10.1002/cjoc.201090331]
[http://dx.doi.org/10.1021/jacs.1c13032] [PMID: 35189683]
[http://dx.doi.org/10.1016/j.tet.2010.07.067]
[http://dx.doi.org/10.1021/acs.joc.1c01261] [PMID: 34355896]
[http://dx.doi.org/10.1021/acscatal.9b00818]
[http://dx.doi.org/10.1016/j.tetlet.2015.10.068]
[http://dx.doi.org/10.1016/j.tet.2015.04.020]
[http://dx.doi.org/10.1039/D1SC02413B] [PMID: 34603666]
[http://dx.doi.org/10.1007/BF01016213]
[http://dx.doi.org/10.1055/s-2008-1032069]
[http://dx.doi.org/10.1055/s-0029-1216993]
[http://dx.doi.org/10.1016/j.tet.2009.11.053]
[http://dx.doi.org/10.1002/anie.202207660] [PMID: 35862121]
[http://dx.doi.org/10.1002/anie.202207746] [PMID: 35906182]
[http://dx.doi.org/10.1021/jacs.1c12071] [PMID: 35084189]
[http://dx.doi.org/10.1021/acs.joc.2c01816] [PMID: 36273332]
[http://dx.doi.org/10.1016/0022-0728(84)80232-6]
[http://dx.doi.org/10.1149/1.2100846]
[http://dx.doi.org/10.1055/s-2001-11417]
[http://dx.doi.org/10.1002/anie.202301892]
[http://dx.doi.org/10.1021/jacs.0c08532] [PMID: 33231074]
[http://dx.doi.org/10.1021/jacs.9b13305] [PMID: 31960672]
[http://dx.doi.org/10.1002/advs.201900137] [PMID: 32042549]
[http://dx.doi.org/10.1016/S0040-4039(00)84814-5]
[http://dx.doi.org/10.1021/acssuschemeng.9b04612]
[http://dx.doi.org/10.1002/celc.201900200]
[http://dx.doi.org/10.1016/0040-4039(95)00537-M]
[http://dx.doi.org/10.1039/D1NJ02006D]
[http://dx.doi.org/10.1246/cl.1986.169]
[http://dx.doi.org/10.1039/C8QO00507A]
[http://dx.doi.org/10.1016/j.tetlet.2022.154022]
[http://dx.doi.org/10.1002/anie.202003218] [PMID: 32329560]
[http://dx.doi.org/10.1016/S0040-4039(01)96837-6]
[http://dx.doi.org/10.1149/1.2124092]
[http://dx.doi.org/10.1016/j.jfluchem.2008.06.010]
[http://dx.doi.org/10.1016/j.tet.2014.01.054]
[http://dx.doi.org/10.1039/C7RE00149E]
[http://dx.doi.org/10.1021/acs.joc.1c00821] [PMID: 34152747]
[http://dx.doi.org/10.1021/acs.orglett.2c01267] [PMID: 35532347]
[http://dx.doi.org/10.1021/acs.joc.1c01516] [PMID: 34550701]
[http://dx.doi.org/10.1039/C39890001138]
[http://dx.doi.org/10.1016/S0040-4039(98)00948-4]
[http://dx.doi.org/10.1039/D0SC04091F] [PMID: 34123181]
[http://dx.doi.org/10.1039/D2GC04636A]
[http://dx.doi.org/10.1021/acs.orglett.0c03051] [PMID: 33044834]
[http://dx.doi.org/10.1007/BF01015234]