- Tandem isomerization/hydroformylation/hydrogenation of internal alkenes to n-alcohols using Rh/Ru dual-or ternary-catalyst systems
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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.
- Yuki, Yamato,Takahashi, Kohei,Tanaka, Yoshiyuki,Nozaki, Kyoko
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p. 17393 - 17400
(2014/01/06)
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- Properties of unusual phospholipids. III: Synthesis, monolayer investigations and DSC studies of hydroxy octadeca(e)noic acids and diacylglycerophosphocholines derived therefrom
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Diacylglycerophosphocholines containing (R)-3-, (R)-12-, (R)-17-hydroxy octadeca(e)noic acids and the corresponding racemates were synthesized and purified to homogeneity. The influence of the position of the hydroxy group on the monolayer packing properties of these fatty acids and their phosphatidylcholines was studied by Langmuir techniques and 1,2-di-[(R)-12-hydroxy-octadec-cis-9-enyl]-sn-glycero-3-phosphocholine displayed the largest lift-off area (330 A2/molecule). This result was in line with the thermotropic phase behavior of these phospholipids, as measured by differential scanning calorimetry (DSC): the gel- to liquid-crystalline phase transition temperature (T(m))passed through a minimum of -15.1°C for 1,2-di-[(R)-12-hydroxy-octadec-cis-9-enyl]-sn-glycero-3-phosphocholine.
- Negelmann, Lars,Pisch, Sandra,Bornscheuer, Uwe,Schmid, Rolf D.
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p. 117 - 134
(2007/10/03)
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