Deprotonation of Benzoxazolium Salt: Trapping of a Radical-Cation Intermediate

Svetlana V. Klementyeva, Pavel A. Abramov, Nikolay V. Somov, Yulia B. Dudkina, Yulia H. Budnikova, Andrey I. Poddel'Sky

Research output: Contribution to journalArticlepeer-review

1 Citation (Scopus)

Abstract

The deprotonation of N-2,6-diisopropylphenyl-substituted benzoxazolium tetrafluoroborate 1 with NaH results in the formation of electron-rich diaminodioxaethylene 2. The radical cation salt 2 ·+ ·BF 4 - is found to be an intermediate product in the redox reaction leading from 1 to 2.

Original languageEnglish
Pages (from-to)946-950
Number of pages5
JournalOrganic Letters
Volume21
Issue number4
DOIs
Publication statusPublished - 15 Feb 2019

Keywords

  • N-HETEROCYCLIC CARBENES
  • TRANSITION-METAL-COMPLEXES
  • COORDINATION CHEMISTRY
  • IMIDAZOLIUM SALTS
  • LIGANDS
  • REACTIVITY
  • PRECURSORS
  • ISOCYANIDE
  • OXIDATION
  • CATALYSTS

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