Collect. Czech. Chem. Commun. 1984, 49, 2096-2102

A polymer analog of dimethyl sulfoxide: Catalytic activity of crosslinked polymeric sulfoxides in nucleophilic reactions under the conditions of three-phase catalysis

Václav Janout, Hana Hrudková and Pavel Čefelín

Institute of Macromolecular Chemistry, Czechoslovak Academy of Sciences, 162 06, Prague 6


An investigation was made of the catalytic activity of polymeric sulfoxides, P-(CH2SOCH2-)n-R' where P is the crosslinked polystyrene matrix (divinylbenzene as the crosslinking agent), R is H or CH3, and n is 1, 2, or 3, in nucleophilic substitution reactions between alkyl bromides and phenoxides, iodides, thiocyanates and cyanides of alkali metals under the conditions of liquid-solid-liquid (L-S-L) three-phase catalysis (TC). The effect of the structure of polymeric sulfoxides on their activity under the conditions of TC was studied; the strongest catalytic activity was found with polymeric sulfoxides having the optimal ratio between the functional groups and hydrophobic polymer matrix. Extension of the pendant sulfoxide chain has no pronounced effect of the catalytic activity of polymers.