Molecules 2010, 15(4), 2623-2630; doi:10.3390/molecules15042623
Article

Influence of Solvent, Electron Acceptors and Arenes on Photochemical Decarboxylation of Free Carboxylic Acids via Single Electron Transfer (SET)

1,* email, 1, 1, 1, 1, 1, 2,* email, 2, 3email and 4email
Received: 15 March 2010; in revised form: 2 April 2010 / Accepted: 7 April 2010 / Published: 12 April 2010
(This article belongs to the Special Issue Photochemistry in Organic Synthesis)
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.
Abstract: 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.
Keywords: photochemical decarboxylation; single electron transfer; free carboxylic acid
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MDPI and ACS Style

Yoshimi, Y.; Hayashi, S.; Nishikawa, K.; Haga, Y.; Maeda, K.; Morita, T.; Itou, T.; Okada, Y.; Ichinose, N.; Hatanaka, M. Influence of Solvent, Electron Acceptors and Arenes on Photochemical Decarboxylation of Free Carboxylic Acids via Single Electron Transfer (SET). Molecules 2010, 15, 2623-2630.

AMA Style

Yoshimi Y, Hayashi S, Nishikawa K, Haga Y, Maeda K, Morita T, Itou T, Okada Y, Ichinose N, Hatanaka M. Influence of Solvent, Electron Acceptors and Arenes on Photochemical Decarboxylation of Free Carboxylic Acids via Single Electron Transfer (SET). Molecules. 2010; 15(4):2623-2630.

Chicago/Turabian Style

Yoshimi, Yasuharu; Hayashi, Shota; Nishikawa, Keisuke; Haga, Yoshiki; Maeda, Kousuke; Morita, Toshio; Itou, Tatsuya; Okada, Yutaka; Ichinose, Nobuyuki; Hatanaka, Minoru. 2010. "Influence of Solvent, Electron Acceptors and Arenes on Photochemical Decarboxylation of Free Carboxylic Acids via Single Electron Transfer (SET)." Molecules 15, no. 4: 2623-2630.

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