A new method for the synthesis of aromatic sulfurpentafluorides and studies of the stability of the sulfurpentafluoride group in common synthetic transformations

Roy D. Bowden, Paul J. Comina, Martin P. Greenhall, Benson M. Kariuki, Amanda Loveday, Douglas Philp*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

105 Scopus citations

Abstract

A new synthesis of aromatic sulfurpentafluoride compounds is described. Subsequent elaboration of the aromatic rings in the presence of the sulfurpentafluoride group is also discussed for a variety of common synthetic methods. This paper also describes ab initio electronic structure calculations of 3- and 4-aminophenylsulfurpentafluoride, compared with 3- and 4-aminobenzotrifluoride, and presents X-ray crystal structures of two aromatic sulfurpentafluoride derivatives. (C) 2000 Elsevier Science Ltd.

Original languageEnglish (US)
Pages (from-to)3399-3408
Number of pages10
JournalTetrahedron
Volume56
Issue number21
DOIs
StatePublished - May 19 2000

Keywords

  • Coupling reactions
  • Fluorine and compounds
  • Sulfur halogen compounds
  • X-ray crystallography

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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