Reaction engineering. The Use of a Catalytic Two Phase System in Amination Reactions - Achieving Good Selectivities to Primary Amines

T. Groß, S. Seayad, M. Ahmed, M. Beller

Research output: Contribution to specialist publicationArticle

2 Scopus citations

Abstract

Experimental studies were made relating to amination reactions. Several aliphatic olefins were successfully hydroaminomethylated in which a bimetallic catalyst system was used consisting of rhodium and iridium. This enabled an efficient hydroaminomethylation. Good selectivities of primary amines were obtained by applying two phase catalysts with water soluble ligands. The hydroaminomethylation reaction was also applied to other industrially significant olefins, e.g., 1,3-butadiene and styrene. There were novel results regarding these substrates and the use of the catalyst system in multi-component reactions. Also, reductive amination reactions of aldehydes and ketones were catalyzed by the same two-phase catalyst system. The desired primary amines were obtained in yields up to 85%. These reactions may show for the first time the use of ammonia in homogeneously catalyzed reductive amination reactions of aldehydes and ketones. The influence of substituents and the optimization of the reaction conditions were also studied. The successful use for hydroaminomethylation of aliphatic olefins and for reductive amination of aldehydes showed the great variability of the catalytic two-phase system that was used. The efficient one-reactor synthesis of amines from olefins via tandem reactions has been a challenge. An example is the direct synthesis of amines by tandem hydroformylation reductive amination generally referred to as hydroaminomethylation.

Original languageEnglish
Pages554-555
Number of pages2
Volume74
No5
Specialist publicationChemie-Ingenieur-Technik
DOIs
StatePublished - May 2002
Externally publishedYes

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