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 journalArticle

1 Citation (Scopus)

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 - Jan 1 2016

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X Ray Crystallography
Discrete Fourier transforms
Fingers
Spectrum Analysis
Magnetic Resonance Spectroscopy
Crystal structure
Alcohols
X-Rays
Vibrational spectroscopy
Oxidation
X ray crystallography
Computational methods
Electronic properties
Nuclear magnetic resonance spectroscopy
Single crystals
X rays
Crystals
Geometry

Keywords

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

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry
  • Inorganic Chemistry

Cite this

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title = "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",
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.",
keywords = "DFT computation, Hirshfeld surface analysis, Triphenylphosphonium salt, X-ray crystal structure analysis, oxidation reagent",
author = "R. Salmasi and Salimi, {A. R.} and M. Gholizadeh and A. Abolghasempour and Garrison, {Jered C}",
year = "2016",
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TY - JOUR

T1 - 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

AU - Salmasi, R.

AU - Salimi, A. R.

AU - Gholizadeh, M.

AU - Abolghasempour, A.

AU - Garrison, Jered C

PY - 2016/1/1

Y1 - 2016/1/1

N2 - 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.

AB - 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.

KW - DFT computation

KW - Hirshfeld surface analysis

KW - Triphenylphosphonium salt

KW - X-ray crystal structure analysis

KW - oxidation reagent

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