Nickel acetylacetonate effectively catalyses the carbon-carbon bond formation between malononitrile and beta-dicarbonyls. In these metal-catalysed reactions malononitrile behaves as an electrophile towards the intercarbonylic carbon, so exhibiting a reverse reactivity compared with that one under basic or thermal conditions. The resulting organic products are beta-cyanomethylene-beta-enamino dicarbonyls (2a-h), which are obtained in good-to fair yield. beta-Iminodicarbonyl complexes of nickel(II) and copper(II), which are likely intermediates in the catalytic cycle, are synthesised by reaction of the metal beta-carbonylenolate with malononitrile or of the metal acetate with the catalysis product (2a, d).
Metal-catalysed carbon-carbon bond formation in the reaction of malononitrile with beta-dicarbonyls / A. Veronese, C. Morelli, R. Callegari, M. Basato. - In: JOURNAL OF MOLECULAR CATALYSIS. A: CHEMICAL. - ISSN 1381-1169. - 124:2-3(1997), pp. 99-107.
|Titolo:||Metal-catalysed carbon-carbon bond formation in the reaction of malononitrile with beta-dicarbonyls|
MORELLI, CARLO (Secondo)
|Settore Scientifico Disciplinare:||Settore CHIM/06 - Chimica Organica|
|Data di pubblicazione:||1997|
|Digital Object Identifier (DOI):||http://dx.doi.org/10.1016/S1381-1169(97)00077-0|
|Appare nelle tipologie:||01 - Articolo su periodico|