Abstract
Single-electron oxidation in acetonitrile and reduction in DMF of sulfides of 3-RS-1,4-dimethyl-7- ethylazulenes (R = Me, Et, Ph, p-MeC6H4, p-MeOC6H4, N-1-phenyltetrazolyl) leads to stable radical cations and radical anions, respectively. The found reduction potentials of sulfides of the azulene series are close to those of natural and synthetic bioantioxidants. In the radical cations the unpaired electron is essentially delocalized over the cyclopentadienyl fragment of the molecule, and the sulfide group in large measure defines the distribution of spin density. In the radical anion spin density is delocalized in the tropylium cycle, and the influence of the sulfide group is insignificant. Electrochemical oxidation of unsubstituted 1,4-dimethyl-7-ethylazulene results in the formation of a dimeric radical cation.
Talk to us
Join us for a 30 min session where you can share your feedback and ask us any queries you have
Schedule a callDisclaimer: 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.
