Preparation, structure, and chemistry of phosphorane-derived phenyliodonium sulfonates

Viktor Zhdankin, Olena Maydanovych, Jon Herschbach, Jessica Bruno, Elena D. Matveeva, Nikolai S. Zefirov

Research output: Contribution to journalArticlepeer-review

25 Scopus citations

Abstract

New triphenylphosphorane-derived phenyliodonium triflates and tosylates were prepared by the reaction of the appropriate iodosobenzene sulfonate with stabilized phosphonium ylides. Structure of the triflate derivative was determined by a single-crystal X-ray analysis. These compounds represent a potentially useful class of reagents that combine in one molecule synthetic advantages of a phosphonium ylide and an iodonium salt.

Original languageEnglish (US)
Pages (from-to)2359-2361
Number of pages3
JournalTetrahedron Letters
Volume43
Issue number13
DOIs
StatePublished - Mar 25 2002

Bibliographical note

Funding Information:
This work was supported by a research grant from the National Science Foundation (NSF/CHE-0101021) and by a CRDF award RC2-2216. Special thanks are made to Dr. Victor G. Young, Jr. and the X-ray Crystallographic Laboratory of the University of Minnesota for X-ray structural analysis of compound 4a .

Keywords

  • Hypervalent iodine
  • Iodonium
  • Phosphonium
  • X-ray crystallography

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