THE PHOTOCHEMICAL PRODUCTION OF STRAINED RINGS.

Abstract

The object of the research was the photochemical synthesis of rings. It was found that intermolecular cycloaddition, a previously unknown phenomenon outside dimerization, could be induced photochemically. Whilst simple unsaturated ketones appeared unreactive the hydrogen bonded 'cyclic' ketone acetyl acetone could be induced to participate. Further, this diketone had the advantage that any hydrogen abstraction would give a diradical which would be immediately converted, by spin inversion, into the starting material. Two other unrelated photochemical studies are also reported: (1) the photosensitized oxidation of pyrrole, providing the structure of the product maleimide and the mechanism of oxidation; and (2) the dimerization of alpha-pyridones and sultones as a means of building cyclic systems.

Document Details

Document Type
Technical Report
Publication Date
May 03, 1965
Accession Number
AD0617927

Entities

People

  • P. De Mayo

Organizations

  • Western University

Tags

DTIC Thesaurus Topics

  • Chemical Compounds
  • Chemical Reactions
  • Elements
  • Hydrogen
  • Imides
  • Inversion
  • Materials
  • Oxidation
  • Production

Fields of Study

  • Chemistry

Readers

  • Organic Chemistry
  • Systems Analysis and Design