A DFT study on the (2+3) cycloaddition reactions of 2-nitropropene-1 with Z-C,N-diarylnitrones

摘要

B3LYP/6-31G* calculations for competing (2 + 3)-cycloaddition pathways for 2-nitropropene-1 (1) to Z-CN-diaryinitrones (2a-e) suggest a concerted reaction mechanism. However, the results point to the strongly asymmetric nature of transition complexes. Increasing polarity of the reaction environment and presence of electron-donating substituents in the nitrone phenyl rings contribute to the higher asymmetry of these structures. Copyright