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

Synthesis and Structural Characterization of Organophosphorus Ylide-1-(3-nitrophenyl)-2-(triphenyl phosphoranylidene)ethanone
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摘要 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, Mr = 425.40) belongs to the monoclinic system, space group P21/n with a = 10.889(3), b = 14.467(3), e = 13.872(4)A, β = 103.08(3)°, V = 2128.6(10) A3, Z= 4, T= 100(2) K, R = 0.059 and wR = 0.163 for 3984 observed reflections with I〉 2σ(I). 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, Mr = 425.40) belongs to the monoclinic system, space group P21/n with a = 10.889(3), b = 14.467(3), e = 13.872(4)A, β = 103.08(3)°, V = 2128.6(10) A3, Z= 4, T= 100(2) K, R = 0.059 and wR = 0.163 for 3984 observed reflections with I〉 2σ(I).
出处 《Chinese Journal of Structural Chemistry》 SCIE CAS CSCD 2015年第3期373-378,共6页 结构化学(英文)
基金 supported by Urmia University
关键词 crystal structure phosphorus yUde 2-bromo-1-(3-nitrophenyl)ethanone triphenylphosphine crystal structure, phosphorus yUde, 2-bromo-1-(3-nitrophenyl)ethanone,triphenylphosphine
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