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Stereocontrolled hydrogenation of prostaglandin intermediates over Ru–MCM-41 catalysts

✍ Scribed by S Coman; V.I Pârvulescu; B Tesche; H Bönnemann; J.F Roux; S Kaliaguine; P.A Jacobs


Book ID
104424468
Publisher
Elsevier Science
Year
1999
Tongue
English
Weight
655 KB
Volume
146
Category
Article
ISSN
1381-1169

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✦ Synopsis


Ru-MCM-41 catalysts were investigated in the diastereoselective hydrogenation of class F prostaglandin intermediates.

Ž The catalysts were prepared by deposition of Ru from different precursors ruthenium acetylacetonate, ruthenium chloride or . ruthenium hexaamine chloride . These catalysts were characterized using several techniques: atomic emission spectroscopy with inductively coupled plasma, N adsorption-desorption curves at 77 K, H -chemisorption, temperature-programmed 2 2 Ž . oxidation, temperature-programmed reduction, XPS, XRD and transmission electron microscopy TEM . The measurements indicated that Ru is homogeneously distributed on the surface of MCM-41 and that using the hexamine chloride complex allows a better penetration of Ru inside the mesoporous tubes then the other two precursors. Hydrogenation of a X Ž . prostaglandin F intermediate, namely the one with R s H and -R s CH -O-C H m Cl, showed that the catalysts 2 6 4

prepared using ruthenium acetylacetonate and ruthenium chloride exhibit a higher selectivity to allylic alcohol than that prepared using ruthenium hexaamine chloride. In all the investigated catalysts the diastereomeric excess was in the Ž . 11 R,15S allyl alcohol and it varied in the same order as the chemoselectivity. A positive effect of pressure was found.


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Chemoselective reduction of prostaglandi
✍ S Coman; F Cocu; V.I Parvulescu; D De Vos; P.A Jacobs 📂 Article 📅 2001 🏛 Elsevier Science 🌐 English ⚖ 230 KB

Pt±Sn/MCM-41 reduction catalysts were prepared by a two-step impregnation procedure. The eect of the Sn content was evaluated in the liquid-phase hydrogen transfer reduction of an enone prostaglandin intermediate. Results indicate that up to a Sn/Pt atomic ratio of 3.3 increasing amounts of Sn favor