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Issue 19, 2009
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Theoretical study of Al(III)-catalyzed conversion of glyoxal to glycolic acid: dual activated 1,2-hydride shift mechanism by protonated Al(OH)3 species

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Abstract

Density functional theory calculations demonstrate that Al(III)-catalyzed conversion of glyoxal to glycolic acid proceeds via a 7-membered dual Lewis acid-hydrogen bonding activation transition state of the 1,2-hydride shift, rather than the previously proposed 5-membered metal-alkoxide chelate activation transition state.

Graphical abstract: Theoretical study of Al(iii)-catalyzed conversion of glyoxal to glycolic acid: dual activated 1,2-hydride shift mechanism by protonated Al(OH)3 species

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Publication details

The article was received on 10 Feb 2009, accepted on 03 Mar 2009 and first published on 26 Mar 2009


Article type: Communication
DOI: 10.1039/B902729G
Citation: Chem. Commun., 2009,0, 2688-2690
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    Theoretical study of Al(III)-catalyzed conversion of glyoxal to glycolic acid: dual activated 1,2-hydride shift mechanism by protonated Al(OH)3 species

    T. Ohshima, Y. Yamamoto, U. Takaki, Y. Inoue, T. Saeki, K. Itou, Y. Maegawa, T. Iwasaki and K. Mashima, Chem. Commun., 2009, 0, 2688
    DOI: 10.1039/B902729G

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