Gamma-Radiolysis of Tertiary Aromatic Amines.

Abstract

Earlier research on the gamma-radiolysis of 1-phenylpiperidine has been extended to give evidence of the formation of the enamine 1-phenyl-2-piperideine as an intermediate. Thus, irradiation of the amine in the presence of N-phenylmaleimide yields 1,2,3,4,5,6-hexahydro-4aH-benzo (c)quinolizine-5-6-N-phenyldicarboximide; but if the amine is first irradiated in the pure state, and subsequently treated with N-phenylmaleimide, an isomeric product is obtained. Gamma-radiolysis of, or reaction of t-butoxy radicals with 1-phenylhexahydroazepine yields the radical coupling dimer 1,1'diphenyldodecahydro-2,2'-biazepine. A number of 2-arylhexahydroisoindolines and 2-p-tolyloctahydrocyclopenta (c)pyrrole were also prepared. Reaction of compounds with t-butoxy radicals afforded dimeric products analogous to one obtained from 1-phenylpyrrolidine.

Document Details

Document Type
Technical Report
Publication Date
Oct 01, 1972
Accession Number
AD0753652

Entities

People

  • G. A. Swan
  • G. D. Khandelwal

Organizations

  • Newcastle University

Tags

DTIC Thesaurus Topics

  • 2-Ring Heterocyclic Compounds
  • Chemical Compounds
  • Chemical Reactions
  • Couplings
  • Cyclic Compounds
  • Decomposition
  • Dissociation
  • Fittings
  • Heterocyclic Compounds
  • Radiolysis

Fields of Study

  • Chemistry

Readers

  • Organic Chemistry