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 language | English (US) |
|---|---|
| Pages (from-to) | 1380-1387 |
| Number of pages | 8 |
| Journal | Phosphorus, Sulfur and Silicon and the Related Elements |
| Volume | 191 |
| Issue number | 10 |
| DOIs | |
| State | Published - Jan 1 2016 |
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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
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. / Salmasi, R.; Salimi, A. R.; Gholizadeh, M.; Abolghasempour, A.; Garrison, Jered C.
In: Phosphorus, Sulfur and Silicon and the Related Elements, Vol. 191, No. 10, 01.01.2016, p. 1380-1387.Research output: Contribution to journal › Article
}
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
UR - http://www.scopus.com/inward/record.url?scp=84979970386&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=84979970386&partnerID=8YFLogxK
U2 - 10.1080/10426507.2016.1206106
DO - 10.1080/10426507.2016.1206106
M3 - Article
AN - SCOPUS:84979970386
VL - 191
SP - 1380
EP - 1387
JO - Phosphorus, Sulfur and Silicon and the Related Elements
JF - Phosphorus, Sulfur and Silicon and the Related Elements
SN - 1042-6507
IS - 10
ER -