Photoaddition of N-ethylmaleimide to cumene

H. Thamm, H. Heusinger

Research output: Contribution to journalArticlepeer-review


The photoaddition of N-ethylmaleimide (NEMI) to cumene is compared with that of benzene. The equilibrium constants of the CT-complexes were determined by means of 1H-N.M.R. spectroscopy (Kbenzene-NEMI = 0.035 kg mole-1, Kcumene-NEMI = 0.049 kg mole). By irradiation with light of wavelength 254 nm the 2:1 adduct cumene-NEMI is formed. The structure was determined by 1 H-N.M.R. and mass spectrometry. These data indicate that only one of the possible isomers is formed and that the free rotation of the isopropyl group is hindered in the adduct. Furthermore two isomeric 1 : 1 adducts could be detected and assigned to the 1 : 1 cycloaddition product and to cumyl-N-ethyl-succinimide.

Original languageEnglish
Pages (from-to)303-314
Number of pages12
JournalJournal of Molecular Structure
Issue number2
StatePublished - Jun 1975


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