Abstract

Interaction of pentafluorophenyl- and penta(para-tolyl)antimony with ferrocenedicarboxylic acid (molar ratios 1 : 1 and 2 : 1) in toluene (20°C, 24 h) results in the substitution of hydrogen in one or two carboxylate groups, leading to the formation of ferrocenecarboxylates of tetraaryl antimony HOOCС₅H₄FeС₅H₄C(O)OSbPh₄ (1), HOOCС₅H₄FeС₅H₄C(O)OSbTol₄ (2), Ph₄SbC(O)OС₅H₄FeС₅H₄C(O)OSbPh₄ (3) and p-Tol₄SbC(O)OС₅H₄FeС₅H₄C(O)OSbTol₄ (4) with yields up to 83%. Compounds 1−4 were identified by elemental analysis, IR spectroscopy, and X-ray diffraction analysis for 4. The XRD analysis of complex 4 was conducted on an a D8 Quest Bruker automatic four-circle diffractometer (Мо K_α radiation, λ = 0,71073 Å, graphite monochromator) at 293 K. Crystallographic characteristics of 4: monoclinic syngony, space group P2₁/c, a = 17.227(17) Å, b = 11.064(9) Å, c = 30.59(3) Å, β = 100.00(4)°, V = 5742(9) ų, Z = 4, ρ_calc = 1.440 g/cm³, 2θ 6.02°−49.08°, 124 343 total reflections, 9436 independent reflections, number of refined parameters 684, R_int = 0.1051, GOOF 1.094, R₁ = 0.0536, wR₂ = 0.1309, residual electron density (max/min) 0.88/–1.21 e/ų. According to XRD analysis, the coordination of antimony atoms in crystal 4 is distorted octahedral due to the bidentate chelating nature of the carboxylate ligand. Diagonal angles in the two octahedra are 146.4(2)°, 154.0(3)°, 171.0(2)° and 147.4(2)°, 154.8(2)°, 166.9(2)°. The Sb−О distances are 2.296(5), 2.502(5) Å and 2.289(5), 2.453(5) Å, while the Sb−С bonds differ significantly, 2.146(7)−2.166(7) and 2.123(6)−2.165(7) Å. The structural organization of the crystal is mainly governed by С−Н···π interactions.

中文翻译：

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五苯基锑和五(对甲苯基)锑与二茂铁二甲酸的反应

摘要

五氟苯基和五（对甲苯基）锑与二茂铁二甲酸（摩尔比 1:1 和 2:1）在甲苯中（20°C，24 小时）相互作用，导致一个或两个羧酸酯基团中的氢被取代，从而导致形成四芳基锑的二茂铁羧酸盐 HOOCС ₅ H ₄ FeС ₅ H ₄ C(O)OSbPh ₄ ( 1 ), HOOCС ₅ H ₄ FeС ₅ H ₄ C(O)OSbTol ₄ ( 2 ), Ph ₄ SbC(O) OС ₅ H ₄ FeС ₅ H ₄ C(O)OSbPh ₄ ( 3 ) 和p -Tol ₄ SbC(O)OС ₅ H ₄ FeС ₅ H ₄ C(O)OSbTol ₄ ( 4 ) 产率高达 83%。化合物1 – 4通过元素分析、红外光谱和4的 X 射线衍射分析进行鉴定。配合物4的 XRD 分析在 D8 Quest Bruker 自动四环衍射仪（Мо K _α辐射，λ = 0,71073 Å，石墨单色仪）上于 293 K 下进行。 4的晶体学特征：单斜同构，空间群P 2 ₁ / c , a = 17.227(17) Å, b = 11.064(9) Å, c = 30.59(3) Å, β = 100.00(4)°, V = 5742(9) Å ³ , Z = 4, ρ _calc = 1.440 g/cm ³，2θ 6.02°−49.08°，124 343 个全反射，9436 个独立反射，细化参数数量 684，R _int = 0.1051，GOOF 1.094，R ₁ = 0.0536，wR ₂ = 0.1309，残差电子密度（最大/最小）0.88/–1.21 e/Å ³。根据 XRD 分析，晶体4中锑原子的配位由于羧酸配体的双齿螯合性质，它是扭曲的八面体。两个八面体的对角分别为146.4(2)°、154.0(3)°、171.0(2)°和147.4(2)°、154.8(2)°、166.9(2)°。Sb−О 距离为 2.296(5)、2.502(5) Å 和 2.289(5)、2.453(5) Å，而 Sb−С 键则差异显着，为 2.146(7)−2.166(7) 和 2.123(6) )−2.165(7) Å。晶体的结构组织主要由С−Н···π相互作用控制。