6784-13-0Relevant articles and documents
Hydroformylation of recalcitrating biorenewable compounds containing trisubstituted double bonds
Faria, Amanda de Camargo,de Oliveira, Mileny P.,Monteiro, Amanda C.,Mota, Rayssa L.V.,Oliveira, Kelley C.B.,Santos, Eduardo N. dos,Gusevskaya, Elena V.
, (2020/01/09)
Hydroformylation is a useful tool in industrial organic syntheses and it is easily applied to substrates containing terminal C[sbnd]C double bonds. Applying this reaction to substrates containing other functionalities or trisubstituted C[sbnd]C double bonds is not straightforward. Herein, the hydroformylation of several biorenewable alkenes with these features, namely: α-terpineol, terpinen-4-ol, limonene (double hydroformylation), and α-ionone, is presented. Only by the judicious choice of the catalytic system and reaction conditions, was it possible to obtain good yields and selectivity for these substrates.
Support Functionalization with a Phosphine-Containing Hyperbranched Polymer: A Strategy to Enhance Phosphine Grafting and Metal Loading in a Hydroformylation Catalyst
Garcia, Marco A. S.,Heyder, Rodrigo S.,Oliveira, Kelley C. B.,Costa, Jean C. S.,Corio, Paola,Gusevskaya, Elena V.,dos Santos, Eduardo N.,Bazito, Reinaldo C.,Rossi, Liane M.
, p. 1951 - 1960 (2016/07/06)
We present the design of a hydroformylation catalyst through the immobilization of air-stable Rh nanoparticles (NPs) on a magnetic support functionalized with a hyperbranched polymer that bears terminal phosphine groups. The catalyst modification with the hyperbranched polymer improved the metal–support interaction, the metal loading, and the catalytic activity. The catalyst was active for the hydroformylation of natural products, such as estragole, and could be used in successive reactions with negligible metal leaching. The phosphine grafting played a key role in the recyclability of Rh NPs under hydroformylation conditions. The catalytic activity was maintained in successive reactions, even if the catalyst was exposed to air during each recovery procedure. The modification of the support with hyperbranched polyester allowed us either to increase the number of Rh active species or to obtain more active Rh species on the catalyst surface.
HYDROFORMYLATION OF LESS REACTIVE OLEFINS WITH MODIFIED RHODIUM CATALYSTS
Leeuwen, P. W. N. M. van,Roobeek, C. F.
, p. 343 - 350 (2007/10/02)
The otherwise unreactive olefins (2-methyl-1-hexene, limonene, cyclohexene, methylene cyclohexane) are hydroformylated under mild conditions (90 deg C, 10 bar) in the presence of phosphite-modified rhodium catalysts.The high rates observed are attributed to the steric and electronic properties of these phosphite ligands and their ability to stabilize unsaturated rhodium species.Examples of these ligands are tris(o-t-butylphenyl) phosphite and tris(hexafluoroisopropyl) phosphite, which are, respectively, sterically demanding and strongly electron-withdrawing.