Peri-, Site-, and Regioselectivity in Heterocumulene-Heterodiene Cycloaddition Reactions: An ab Initio Study of the System Ketenimine + Acrolein

摘要

Geometries of the 12 possible cycloaddition products between ketenimine and acrolein as well as of the respective transition states have been obtained by ab initio calculations at the MP2/6-31G~* level. Energies were obtained up to the MP4(SDTQ)/6-31+G~* level. On the basis of product stability arguments, addition of the ketenimine C=C double bond is more favorable than reaction of the C=N double bond.