Citation: ALIREZA Dadrass, ALI Ramazani, AHMAD Poursattar Marjani, HOJJATOLLAH Rahchamani, HASSAN Nasri Koureh, ALI Souldozi, SEPIDEH Samiee, KATARZYNA Ślepokura, TADEUSZ Lis. Synthesis and Structural Characterization of Organophosphorus Ylide-1-(3-nitrophenyl)-2-(triphenyl phosphoranylidene)ethanone[J]. Chinese Journal of Structural Chemistry, ;2015, 34(3): 373-378. doi: 10.14102/j.cnki.0254-5861.2011-0504 shu

Synthesis and Structural Characterization of Organophosphorus Ylide-1-(3-nitrophenyl)-2-(triphenyl phosphoranylidene)ethanone

a.
a. Department of Chemistry, Faculty of Science, Urmia University, P O Box 57153-165, Urmia, Iran;
b.
b. Department of Chemistry, Zanjan Branch, Islamic Azad University, P O Box 49195-467, Zanjan, Iran;
c.
c. Department of Chemistry, Urmia Branch, Islamic Azad University, P O Box 969, Urmia, Iran;
d.
d. Department of Chemistry, Faculty of Science, Shahid Chamran University, Ahvaz, Iran;
e.
e. Faculty of Chemistry, University of Wrocław, 14 Joliot-Curie St., 50-383, Wrocław, Poland

Received Date: 10 September 2014
Available Online: 28 November 2014
Fund Project:

The title compound Ph₃P=C(H)C(O)PhNO₂ (L) has been prepared by the addition of triphenylphosphine in acetone as solvent to 2-bromo-1-(3-nitrophenyl)ethanone followed by the addition of alkaline solution of sodium hydroxide. The yellow crystals of the title ylide were grown in methanol/chloroform solution by drop method without stirring at room temperature. The solid state structure of ylide has been established by X-ray crystallography analysis. In the molecule of the title compound, the geometry around the P atom is nearly tetrahedral and the O atom is in synperiplanar orientation to the P atom. The nitrophenyl ring is twisted with respect to the plane of the carbonyl group through an angle of 36.6(1)°. The crystal (C₂₆H₂₀NO₃P, M_r=425.40) belongs to the monoclinic system, space group P2₁/n with a=10.889(3), b=14.467(3), c=13.872(4)Å, β=103.08(3)°, V=2128.6(10)Å³, Z=4, T=100(2) K, R=0.059 and wR=0.163 for 3984 observed reflections with I>2σ(I).
- crystal structure,
- phosphorus ylide,
- 2-bromo-1-(3-nitrophenyl)ethanone,
- triphenylphosphine
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