Influence of Cationic Polyelectrolytes on Reactions of 2,4-Dinitrofluorobenzene with Amino Acids and Peptides

Abstract

Aromatic nucleophilic substitution reactions of 2,4-dinitrorluorobenzene with amino acids and peptides were accelerated in the presence of terpolymers of dimethyldiallylammonium chloride, methyldodecylbenzyldiallylammonium chloride, and sulfur dioxide. The higher the valency of the amino acids and the more hydrophobic the polycations, the larger the acceleration. As was the case for other reaction systems, the acceleration was due to a decrease in the enthalpy of activation.