Immobilization of ruthenium(II) salen complexes on poly(4-vinylpyridine) and their application in catalytic aldehyde olefination

Two Ru(II)(salen)(PPh3)2 complexes grafted on poly(4-vinylpyridine) have been synthesized and characterized. An elemental analysis shows that both grafted samples contain ca. 0.6 wt % Ru. FTIR spectra confirm the formation of metal-salen complexes attached to the carrier polymer by an interaction between the ruthenium(II) compounds with the pyridine nitrogen atoms of the poly(4-vinylpyridine). Immobilization of both Ru(II) salen complexes on the polymer increases their thermal stability as demonstrated by TG-MS analysis. The grafted materials were applied as catalysts for the olefination of various aldehydes at 60 °C under an inert gas atmosphere, showing comparable yields as their homogeneous congeners and high trans-selectivities. The ruthenium(II) compound with a larger salen ligand shows a better recyclability and selectivity than the derivative with the smaller ligand.

Graphical abstractRuthenium(II) salen complexes have been heterogenized on a polymeric carrier material. They can be utilized as active catalysts in the olefination of aldehydes.Download full-size image