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Keywords:

  • amphiphiles;
  • catalysis;
  • micelles;
  • supported catalysts

Abstract

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The concept of micellar catalysis was transferred to the hydroaminomethylation of 1-octene with N,N-dimethylamine. In the first series of experiments a rhodium(I) complex with amphiphilic triphenylphosphane functionalized poly(2-oxazoline)s as macroligand was applied as catalyst. Results obtained under standard hydroformylation conditions (T = 100 °C, p = 50 bar) were not satisfying with regard to activities and selectivities of the hydroaminomethylation reaction. Rising the temperature to 150 °C increased the yield of amine to 22% with a corresponding n/iso selectivity of 7.5 and a TOF number of 461 h−1. Best results were obtained by applying a dual Rh/Ir catalyst within the polymeric micelles leading at lower temperature of 130 °C to an amine yield of 24% with a corresponding n/iso selectivity of 11 and TOF numbers of about 600 h−1.