1239671-27-2Relevant academic research and scientific papers
Tandem isomerization/hydroformylation/hydrogenation of internal alkenes to n-alcohols using Rh/Ru dual-or ternary-catalyst systems
Yuki, Yamato,Takahashi, Kohei,Tanaka, Yoshiyuki,Nozaki, Kyoko
, p. 17393 - 17400 (2014/01/06)
A one-pot three-step reaction, isomerization/hydroformylation/hydrogenation of internal alkenes to n-alcohols, was accomplished by employing a Rh/Ru dual-catalyst system. By using a combination of Rh(acac)(CO)2/ bisphosphite and Shvo's catalyst, (Z)-2-tridecene was converted to 1-tetradecanol in 83% yield with high normal/iso selectivity (n/i = 12). The method was applicable to other internal alkenes, including functionalized alkenes, such as an alkenol and an alkenoate. Furthermore, addition of a third component, Ru3(CO)12, effectively improved the n/i ratio in the tandem isomerization/hydroformylation/hydrogenation of methyl oleate (from n/i = 1.9 to 4.4). Control experiments revealed that the isomerization was mediated by both Rh and Ru and that the coexistence of Rh and Ru was essential for hydrogenation of aldehyde under H2/CO.
Tandem hydroformylation/hydrogenation of alkenes to normal alcohols using Rh/Ru dual catalyst or Ru single component catalyst
Takahashi, Kohei,Yamashita, Makoto,Nozaki, Kyoko
, p. 18746 - 18757 (2013/01/15)
The catalyst system for tandem hydroformylation/hydrogenation of terminal alkenes to the corresponding homologated normal alcohol was developed. The reaction mechanism for the Rh/Ru dual catalyst was investigated by real-time IR monitoring experiments and 31P NMR spectroscopy, which proved the mutual orthogonality of Rh-catalyzed hydroformylation and Ru-catalyzed hydrogenation. Detailed investigation about Ru-catalyzed hydrogenation of undecanal under H2/CO pressure clarified different kinetics from the hydrogenation under H2 and gave a clue to design more active hydrogenation catalysts under H2/CO atmosphere. The solely Ru-catalyzed normal selective hydroformylation/hydrogenation is also reported.
High-yielding tandem hydroformylation/hydrogenation of a terminal olefin to produce a linear alcohol using a Rh/Ru dual catalyst system
Takahashi, Kohei,Yamashita, Makoto,Ichihara, Takeo,Nakano, Koji,Nozaki, Kyoko
, p. 4488 - 4490 (2010/08/19)
(Chemical equation presented) A dual catalyst system has been developed for tandem hydroformylation/hydrogenation to produce n-undecanol from 1-decene in one pot. A combination of xantphos/[Rh(acac)(CO)2] and Shvo's catalyst (1) afforded the best results (see scheme; acac = acetylacetonate, DMA = N,N-dimethylacetamide). Polar solvents effectively suppressed the formation of undecyl formate.
