Replacement of BF 4 - by PF 6 - makes Selectfluor greener

Zhuang Jin, Bo Xu, Stephen G. Dimagno, Gerald B. Hammond

Research output: Contribution to journalArticlepeer-review

8 Scopus citations

Abstract

A combination of F-TEDA-PF 6 and CuBr (0.1 equiv.) provides a potent oxidant that readily oxidizes amides to provide imides at room temperature. Replacement of BF 4 -, the anion of Selectfluor (F-TEDA-BF 4), by PF 6 -, dramatically reduces CuBr loading in this oxidative reaction. A possible rationale for this dramatic counterion effect is provided.

Original languageEnglish (US)
Pages (from-to)226-230
Number of pages5
JournalJournal of Fluorine Chemistry
Volume143
DOIs
StatePublished - Nov 2012

Keywords

  • Amide oxidation
  • Imides
  • Selectfluor

ASJC Scopus subject areas

  • Biochemistry
  • Environmental Chemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry
  • Inorganic Chemistry

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