The cyclizations of 6-aminohex-1-yne (6AHI) and 3-aminopropylvinylether (3APE), as well as the reaction between phenylacetylene and aniline, were studied as model reactions for the direct addition of amine N-H to CC multiple bonds (hydroamination). Transition metal exchanged BEA zeolites were especially suitable catalysts. In this respect it was found that the high activity of these materials is directly related to the location of the transition metal cations in the BEA pore system. By employing in situ studies, we were able to confirm a mechanism which is initiated by coordination of the unsaturated carbon carbon bond to the metal center followed by subsequent nucleophilic attack of the amine functionality.
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The cyclizations of 6-aminohex-1-yne (6AHI) and 3-aminopropylvinylether (3APE), as well as the reaction between phenylacetylene and aniline, were studied as model reactions for the direct addition of amine N-H to CC multiple bonds (hydroamination). Transition metal exchanged BEA zeolites were especially suitable catalysts. In this respect it was found that the high activity of these materials is directly related to the location of the transition metal cations in the BEA pore system. By employing...
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