Reactions of Some Cyclic Ketene Acetals with Maleic Anhydride and Acrylonitrile

摘要

The reactions of 9-methyl-4-methylidene-3,5-dioxabicyclo[5.4.0]undecane with maleic anhydride and acrylonitrile were studied by NMR spectroscopy and were found to give 1:1 molecular complexes with equilibrium constants of 0.24±0.06 and 0.14±0.04 1 mol~(-1),respectively.Analysis of the calculated(AM1)heats of formation DELTA H,differences in the dipole moments DELTA mu,frequencies and intensities of stretching vibrations of the donor and acceptors,and charge distribution showed formation of pi-pi,mixed pi-pi-H,and H complexes with partial charge transfer.These complexes can be used in copolymerization of the above monomers.