Reactivities of Piperazine-2,5-diones in Radical Bromination Reactions

Abstract

The reactivities of various N,N'- diacetylated piperazine-2,5-diones towards radical bromination reactions are reported. The studies show that glycyl centres of piperazine-2,5-diones are more reactive towards radical bromination reactions compared to α-substituted amino acid centres. In addition, large differences in reactivities were observed for the cis and trans isomers of N,N'-diacetylated alanine anhydride. Single-crystal structure determination of each isomer revealed that conformational effects may account for the difference in chemical reactivity.