The Influence of Aminium Radical Heterolytic Fragmentation Rates on the Nature and Efficiencies of SET-Promoted Photochemical Reactions

  • Yoon, Ung-Chan (Department of Chemistry, College of Natural Sciences, Pusan National University) ;
  • Patrick S. Mariano (Department of Chemistry, University of New Mexico)
  • 발행 : 2003.04.01

초록

Two important types of $\alpha$-heterolytic fragmentation reactions of aminium radicals are discussed. In these fragmentation processes, transfer of electrofugal groups from the aminium radicals to either Lowry-Bronsted or Lewis bases produces $\alpha$-amino radicals. The results of recent studies that provided key information about the dynamics of the important aminium radical fragmentation reactions, deprotonation, desilylation, are summarized. Finally, selected examples, which demonstrate how knowledge of the relative rates of aminium radical cleavage can be used to design synthetically relevant SET-promoted photocyclization reactions, are presented.

키워드

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