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Comparison of "on water" and solventless procedures in the rhodium-catalyzed hydroformylation of diolefins, alkynes, and unsaturated alcohols.
Autorzy
Rok wydania
2016
Czasopismo
Journal of Molecular Catalysis A-Chemical
Numer woluminu
423
Strony
41-48
DOI
10.1016/j.molcata.2016.06.003
Kolekcja
Język
Angielski
Typ publikacji
Artykuł
Catalytic systems containing Rh(acac)(CO)2 or Rh/PAA (PAA = polyacrylic acid) and hydrophobic phosphine (PPh3) were used in the hydroformylation of diolefins, alkynes, and unsaturated alcohols under solventless and “on water” conditions. The total yield of dialdehydes obtained from 1,5-hexadiene and 1,7-octadiene reached 99%, and regioselectivity towards linear dialdehydes was higher in the “on water” system. The tandem hydroformylation-hydrogenation of phenylacetylene led to the formation of saturated aldehydes (3-phenylpropanal and 2-phenylpropanal) at 98% conversion with a good regioselectivity towards the linear aldehyde in the “on water” reaction. In contrast, solventless conditions appeared better in the hydroformylation of 1-propen-3-ol. 4-Hydroxybutanal, formed in this reaction with an excellent selectivity, was next transformed to tetrahydrofuran-2-ol via a ring-closure process. Cyclic products were also obtained in hydroformylation of 1-buten-3-ol. In reaction of undec-1-ol and 2-allylphenol linear aldehydes were formed with the yield 69–87%. The hydroformylation of 3-buten-1-ol performed under “on water” conditions showed very good regioselectivity towards a linear aldehyde, 5-hydroxypentanal. Further cyclization of the aldehyde to tetrahydropyran-2-ol was observed.
Słowa kluczowe
hydroformylation, On water, rhodium, Solventless
Adres publiczny
http://dx.doi.org/10.1016/j.molcata.2016.06.003
Strona internetowa wydawcy
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