Crystal structure and solid state computational (DFT/Hirshfeld surface) study for probing a new efficient and recyclable oxidation reagent, 1,2-ethandiylbis(triphenylphosphonium) peroxodisulfate dihydrate

R. Salmasi, A. R. Salimi, M. Gholizadeh, A. Abolghasempour, Jered C. Garrison

Research output: Contribution to journalArticlepeer-review

6 Scopus citations

Abstract

A new, efficient and recyclable reagent, 1,2-Ethandiylbis(triphenylphosphonium) peroxodisulfate dihydrate, for the oxidation of benzylic alcohols has been synthesized and characterized by IR, NMR spectroscopy, and single crystal X-ray crystallography. Using the title compound, the results indicate that the oxidation reactions are rapid, take place under mild reaction conditions, easily to work-up and high yielding. The Hirshfeld surface and associated finger print plots were derived from the X-ray structure to visualize the significant nonclassical C-H ⋅⋅⋅ O/π interactions in the crystal packing. The geometry, vibrational spectroscopy and electronic properties of the bis(triphenylphosphonium) dication have also been investigated by various DFT computational methods.

Original languageEnglish (US)
Pages (from-to)1380-1387
Number of pages8
JournalPhosphorus, Sulfur and Silicon and the Related Elements
Volume191
Issue number10
DOIs
StatePublished - 2016

Keywords

  • DFT computation
  • Hirshfeld surface analysis
  • Triphenylphosphonium salt
  • X-ray crystal structure analysis
  • oxidation reagent

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry
  • Inorganic Chemistry

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