Abstract
Symmetrically substituted bis(4-oxocyclohexa-2,5-dienyl) peroxide 5 (R = R‘) as well as unsymmetrically substituted 5 (R ≠ R‘) can be prepared efficiently by treating 4-halogenocyclohexa-2,5-dienone 3 with 4-hydroperoxycyclohexa-2,5-dienone 4 in the presence of an appropriate positive halogen compound such as N-iodosuccinimide. Acetonitrile is a suitable solvent for the reaction. The formation of 5 is suggested to take place via electrophilic attack by the positive halogen species upon 3 generating the 4-oxocyclohexa-2,5-dienyl cation (or the phenoxy cation), followed by nucleophilic attack by 4 upon the cation. It is emphasized that some of the peroxides obtained by this means have not been prepared by the classical method, coupling of phenoxy radicals with O2.
Talk to us
Join us for a 30 min session where you can share your feedback and ask us any queries you have
Disclaimer: All third-party content on this website/platform is and will remain the property of their respective owners and is provided on "as is" basis without any warranties, express or implied. Use of third-party content does not indicate any affiliation, sponsorship with or endorsement by them. Any references to third-party content is to identify the corresponding services and shall be considered fair use under The CopyrightLaw.