Rapid in Situ Generation of Benzene Diazonium Ions under Basic Aqueous Conditions from Bench-Stable Triazabutadienes

Jie He, Flora W. Kimani, John C. Jewett

Research output: Contribution to journalArticlepeer-review

4 Scopus citations

Abstract

Aryl diazonium ions are useful across a range of chemical/biochemical areas. These species are generally made using strongly acidic conditions, which can be detrimental to acid-sensitive functional groups. The ability to generate benzene diazonium ions under basic aqueous conditions is reported herein along with newfound understanding on the aqueous reactivity of solubilized triazabutadienes whereby π-interactions appear to confer a large degree of stability.

Original languageEnglish (US)
Pages (from-to)1767-1770
Number of pages4
JournalSynlett
Volume28
Issue number14
DOIs
StatePublished - Sep 1 2017

Keywords

  • acids
  • bioorganic chemistry
  • cleavage
  • diazonium ions
  • protecting groups

ASJC Scopus subject areas

  • Organic Chemistry

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