Influence of solvent, electron acceptors and arenes on photochemical decarboxylation of free carboxylic acids via single electron transfer (SET).
Single electron transfer (SET)-photochemical decarboxylation of free carboxylic acids was performed in a polar solvent using several arenes such as phenanthrene, naphthalene, 1-methylnaphthalene, biphenyl, triphenylene, and chrysene in the presence of various electron acceptors such as 1,2-, 1,3-, and 1,4-dicyanobenzenes, methyl 4-cyanobenzoate, and 1,4-dicyanonaphthalene. The decarboxylation reaction was influenced by the arenes, electron acceptors, and solvent. The best result was achieved by the photoreaction using biphenyl and 1,4-dicyanonaphthalene in aqueous acetonitrile.
Yoshimi
Yasuharu
Y
Department of Applied Chemistry and Biotechnology, Graduate School of Engineering, University of Fukui, Bunkyo, Fukui, Japan. yyoshimi@u-fukui.ac.jp
Hayashi
Shota
S
Nishikawa
Keisuke
K
Haga
Yoshiki
Y
Maeda
Kousuke
K
Morita
Toshio
T
Itou
Tatsuya
T
Okada
Yutaka
Y
Ichinose
Nobuyuki
N
Hatanaka
Minoru
M
D000097:Acetonitriles / Q000737:chemistry; D001713:Biphenyl Compounds / Q000737:chemistry; D002264:Carboxylic Acids / Q000737:chemistry*; D002911:Chrysenes / Q000737:chemistry; D003486:Cyanides / Q000737:chemistry; D003653:Decarboxylation; D004579:Electron Transport; D009281:Naphthalenes / Q000737:chemistry; D010616:Phenanthrenes / Q000737:chemistry; D055668:Photochemical Processes; D012997:Solvents / Q000737:chemistry*
D000097:Acetonitriles; D001713:Biphenyl Compounds; D002264:Carboxylic Acids; D002911:Chrysenes; D003486:Cyanides; D009281:Naphthalenes; D010616:Phenanthrenes; D012997:Solvents; C031180:chrysene; C009590:triphenylene; C031721:naphthalene; C010574:biphenyl; C031181:phenanthrene; C025968:1-methylnaphthalene; C032159:acetonitrile