(Z)-2-苯基-1-对甲苯基-1-对甲苯磺酰基-1,4-戊二烯的合成、表征及其晶体结构

通过烯丙基溴化锌与1-苯基-2-对甲苯磺酰基乙炔的碳锌化反应及进一步与对溴甲苯的Negishi偶联反应,合成了(Z)-2-苯基-1-对甲苯基-1-对甲苯磺酰基-1,4-戊二烯.产物经1H NMR,13C NMR,IR和HR MS表征,其晶体结构经X-射线单晶衍射分析确证.晶体属三斜晶系,空间群P-1,晶胞参数:a=8.5858(6),b=11.5065(8),c=11.7576(8) (A);α=72.0620(10)°,β=82.8060(10)°,γ=72.6040(10)°.V=1053.85(13)(A)3,T=293 K,Z=2,Dc=1.224 g cm-1,μ=0.171 mm-1,λ=0.71073 (A);F(000) 412,结构偏离因子R=0.0744,wR=0.1852,共收集到5517个独立衍射点,其中I＞2σ(I)的可观测点为3684个.晶体结构分析表明标题化合物为Z型结构.

Synthesis, Characterization and Crystal Structure of (Z)-2-Phenyl-1-(p-tolyl)-1-(p-tolylsulfonyl)-1,4-pentadiene

(Z)-2-Phenyl-1-(p-tolyl)-1-(p-tolylsulfonyl)-1,4-pentadiene was synthesized by three-component tandem reaction of 1-phenyl-2-(p-tolylsulfonyl)ethyne, allylzinc bromide and p-tolyl bromide. The compound was characterized by 1H NMR,13C NMR, IR and HR MS. The single crystal structure was determined by X-ray diffraction analysis. Crystal crystallizes in triclinic, space group P-1 with unit cell parameters: a=8.5858(6), b=11.5065(8), c=11.7576(8)(A); α=72.0620(10)°, β=82.8060(10)°, γ=72.6040(10)°. V=1053.85(13)(A)3, T=293 K, Z=2, Dc=1.224 g cm-1, μ=0.171 mm-1, λ=0.71073(A); F(000)412. The final R=0.0744,wR=0.1852,5517 independent were collected, of which 3684 independent reflections with I＞2σ(I) were used. The molecular structure shows the configuration of the title compound is in Z-fashion.