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KMID : 1059519930370100903
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Journal of the Korean Chemical Society
1993 Volume.37 No. 10 p.903 ~ p.909
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Carbonylative Cyclization of Unsaturated Carboxylic Acids by Palladium Complexes with Phosphines [III] Palladium (0, II)-Phosphine Complexes Catalyzed Cabonylation of Unsaturated Carboxylic Acids and It’s Theoretical Studies
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Doh Myung-Ki
Kim Bong-Gon
Jung Maeng-Jun
Song Young-Dae
Park Byung-Kak
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Abstract
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Reaction mechanism of palladium(0, Ⅱ)-phosphines complexes catalyzed cyclocarbonylation for unsaturated carboxylic acid such as crotonic acid, methacrylic acid and 3-butenoic acid has been investigated by product analysis, molecular mechanics and extended Huckel molecular orbital method. Reaction of 3-butenoic acid with palladium(0, Ⅱ)-phosphines catalyst gives palladium containing cycloester through intermediate palladium-olefin π-complex in the catalytic carbonylation. Palladium(0, Ⅱ)-phosphines complexes catalyze the cyclocarbonylation of 3-butenoic acid to give 3-methylsuccinic anhydride and glutaric anhydride. But π-complexes with palladium(0, Ⅱ)-phosphines and unsaturated carboxylic acids such as crotonic acid and methacrylic acid are not effective the catalytic cyclocarbonylation.
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KEYWORD
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