Dendritic metalloporphyrins as catalysts for organic transformations

Dendritic manganese, iron, and ruthenium porphyrins with dendritic wedges attached to the periphery of meso-tetraphenylporphyrin (TPP) or meso-triarylporphyrin macrocycle were reported to be active catalysts for epoxidation or Cycloproanation of alkenes or oxidation of sulfides. The dendritic manganese and iron porphyrin catalysts exhibit considerably higher regioselectivity and shape selectivity than the respective parent catalyst [M(TPP)CI] (M = Mn, Fe). Systematic increase in shape selectivity, diastereoselectivity, epoxide/sulfoxide selectivity, or catalyst stability with increasing generation number of the dendritic wedges is observed for the alkene e oxidation or sulfide oxidation reactions catalyzed by these dendritic manganese, iron, and ruthenium porphyrins. (C) 2003 Academie des sciences. Published by Editions scientifiques et medicales Elsevier SAS. All rights reserved.