Phosphino carboxylic acid ester functionalized carbosilane dendrimers: Nanoscale ligands for the Pd-catalyzed hydrovinylation reaction in a membrane reactor

Publication date

2000-12-29

Authors

Eggeling, E.B.
Hovestad, N.J.
Jastrzebski, J.T.B.H.ISNI 000000014060371X
Vogt, D.
van Koten, G.ISNI 0000000389131797

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Abstract

Phosphino carboxylic acid ester terminated G0compounds Si{(CH2)3SiMe2(C6H4CH2OC(O)(CH2)nCH2PPh2}4(9a and 9b; n = 1, 2) and the carbosilane dendrimers Si{(CH2)3Si((CH2)3SiMe2(C6H4CH2OC(O)(CH2)nCH2PPh2)3}4(10a and 19b; n = 1, 2) have been prepared as hemilabile nanoscale ligands for the palladium-catalyzed codimerization of olefins. The hydrovinylation of styrene was carried out in a continuously operated nanofiltration membrane reactor. Under continuous conditions, the selectivity of the reaction is increased considerably. Monomeric model complexes and the dendritic catalysts were compared for their activity and selectivity in batch reactions. The Pd catalyst complexes were prepared in situ from the dendritic ligands and an (allyl)palladium(II) precursor.

Keywords

dendrimer, ester, palladium, silane, styrene, article, catalysis, complex formation, ligand binding, membrane reactor, nanofiltration, particulate matter, proton nuclear magnetic resonance, reaction analysis, synthesis

Citation

Eggeling, E B, Hovestad, N J, Jastrzebski, J T B H, Vogt, D & Van Koten, G 2000, 'Phosphino carboxylic acid ester functionalized carbosilane dendrimers: Nanoscale ligands for the Pd-catalyzed hydrovinylation reaction in a membrane reactor', Journal of Organic Chemistry, vol. 65, no. 26, pp. 8857-8865. https://doi.org/10.1021/jo000433k