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Ruthenium-Catalyzed Selective Hydrogenation of bis-Arylidene Tetramic Acids. Application to the Synthesis of Novel Structurally Diverse Pyrrolidine-2,4-diones
1
Laboratory of Organic Chemistry, Department of Chemical Engineering, National Technical University of Athens, Zografos Campus, Athens 15773, Greece
2
Laboratory of Inorganic Chemistry, Department of Chemistry, University of Athens, Panepistimio-polis, Athens 15771, Greece
* Authors to whom correspondence should be addressed.
Received: 1 April 2011; in revised form: 5 July 2011 / Accepted: 11 July 2011 / Published: 20 July 2011
Abstract: Catalytic hydrogenation of 3,5-bis-arylidenetetramic acids, known for their biological activity, has been developed. The chemoselective ruthenium-catalyzed reduction of the exocyclic carbon-carbon double bonds on pyrrolidine-2,4-dione ring system, containing other reducible functions, has been investigated. Depending on the substrate the yield of the hydrogenation process can reach up to 95%. The structural elucidation has been established using NMR and HRMS spectral data.
Keywords: hydrogenation; homogeneous catalysis; ruthenium catalysts; BINAP; arylidenetetramic acid
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Cite This Article
MDPI and ACS Style
Karaiskos, C.S.; Matiadis, D.; Markopoulos, J.; Igglessi-Markopoulou, O. Ruthenium-Catalyzed Selective Hydrogenation of bis-Arylidene Tetramic Acids. Application to the Synthesis of Novel Structurally Diverse Pyrrolidine-2,4-diones. Molecules 2011, 16, 6116-6128.
AMA Style
Karaiskos CS, Matiadis D, Markopoulos J, Igglessi-Markopoulou O. Ruthenium-Catalyzed Selective Hydrogenation of bis-Arylidene Tetramic Acids. Application to the Synthesis of Novel Structurally Diverse Pyrrolidine-2,4-diones. Molecules. 2011; 16(7):6116-6128.
Chicago/Turabian Style
Karaiskos, Christos S.; Matiadis, Dimitris; Markopoulos, John; Igglessi-Markopoulou, Olga. 2011. "Ruthenium-Catalyzed Selective Hydrogenation of bis-Arylidene Tetramic Acids. Application to the Synthesis of Novel Structurally Diverse Pyrrolidine-2,4-diones." Molecules 16, no. 7: 6116-6128.