tris(m-fluorophenyl)antimony(V) dichloride | 159226-57-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: tris(m-fluorophenyl)antimony(V) dichloride
• 英文别名: tri(3-fluorophenyl)antimony dichloride；(3-fluorophenyl)₃SbCl₂；Dichloro-tris(3-fluorophenyl)-lambda5-stibane；dichloro-tris(3-fluorophenyl)-λ5-stibane
• CAS: 159226-57-0
• 化学式: C₁₈H₁₂Cl₂F₃Sb
• 分子量: 477.944
• InChiKey: AGAYYQMGCBGDRX-UHFFFAOYSA-L

计算性质

• 辛醇/水分配系数(LogP)：
  4.0
• 重原子数：
  24
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  tris(m-fluorophenyl)antimony(V) dichloride 、 [(Et₃Si)(Tol)][B(C₆F₅)₄] 以 甲苯 为溶剂， 以25%的产率得到[(3-FC₆H₄)₃SbCl][B(C₆F₅)₄]
  参考文献：
  名称：

  阳离子三芳基氯锑路易斯酸

  摘要：

  Organopnictogen 阳离子显示出作为强大的、可调的主族路易斯酸催化剂的前景。一系列弱配位三芳基氯锑盐[Ar 3 SbCl][B(C 6 F 5 ) 4 ] (Ar = Ph, 3-FC 6 H 4 , 4-FC 6 H 4 , 3,5-F 2 C 6 H 3 , 2,4,6-F 3 C 6 H 2) 报道。每个中的阳离子采用锑的四面体配位环境，与阴离子几乎完全分离。结构、计算和反应性研究表明，[Ar 3 SbCl] +的路易斯酸度通常随着 Ar 取代基氟化的增加而增加，并具有对位氟化的二次猝灭效应。[Ar 3 SbCl] +在 Et 3 SiH存在的情况下被还原为 Ar 3 Sb ，并且该反应的机理已通过计算建模。初步研究表明，它们是 1,1-二苯基乙烯二聚和苯的 Friedel-Crafts 烷基化的有用催化剂。

  DOI：

  10.1021/acs.organomet.2c00426
• 作为产物：
  描述：

  间溴氟苯 在 copper dichloride 作用下， 以 乙醚 、 乙醇 、 二氯甲烷 为溶剂， 生成 tris(m-fluorophenyl)antimony(V) dichloride
  参考文献：
  名称：

  Novel tetranuclear triarylantimony(v) complexes with (±)-mandelic acid ligands: synthesis, characterization, in vitro cytotoxicity and DNA binding properties

  摘要：

  合成并表征了四个新型四核有机三价锑(V)配合物 [R3SbL]4，其中 LH = (±)-扁桃酸，R = 苯 (1)、4-氟苯 (2)、3-氟苯 (3)、3,4,5-三氟苯 (4)。这些配合物对多种上皮肿瘤细胞表现出快速、低微摩尔的体外细胞毒性，并具有高效的 CT-DNA 结合能力。

  DOI：

  10.1039/c3dt50221j

文献信息

• Tris(3-fluorophenyl)antimony Dihalides: Synthesis and Structure
  作者：V. V. Sharutin、O. K. Sharutina

  DOI：10.1134/s1070363221050121

  日期：2021.5

  the reaction of tris(3-fluorophenyl)antimony with chlorine, bromine, and iodine in benzene. Dichloride and dibromide were also obtained in the reaction of tris(3-fluorophenyl)antimony with copper dihalides in acetone. Tris(3-fluorophenyl)antimony difluoride was obtained in the exchange reaction between tris(3-fluorophenyl)antimony dichloride and sodium fluoride. According to single crystal X-ray diffraction

  三(3-氟苯基)锑与氯、溴、碘在苯中反应得到三(3-氟苯基)锑的二氯化、二溴和二碘。三(3-氟苯基)锑与二卤化铜在丙酮中反应也得到二氯化物和二溴化物。三(3-氟苯基)二氯化锑与氟化钠发生交换反应得到三(3-氟苯基)二氟化锑。根据单晶 X 射线衍射数据，中心对称的二氯化物和二溴化物分子以及四种晶体学上独立的二碘化物分子具有在轴向位置具有带负电配体的三角双锥构型。
• Four triarylantimony(V) carboxylates: syntheses, structural characterization and <i>in vitro</i> cytotoxicities
  作者：Honglin Geng、Min Hong、Yuanguang Yang、Dacheng Li、Xuetong Li、Fulin Liu、Meiju Niu

  DOI：10.1080/00958972.2015.1060322

  日期：2015.8.18

  Four new organoantimony carboxylates, (R-COO)(2)SbR3 [R-COOH=(+/-)-2-phenoxypropionic acid and R=phenyl (1), 4-fluorophenyl (2), 3-fluorophenyl (3), 3,4,5-trifluorophenyl (4)], were synthesized and structurally characterized by elemental analysis, H-1, C-13 NMR, IR and X-ray single crystal diffraction. Structural analyses reveal that 1-3 show similar five-coordinate trigonal bipyramidal geometries, binding with three aryl groups and two deprotonated unidentate ligands. Unexpectedly, 4 exhibits pentagonal bipyramidal arrangement accompanied by two Sb-O (carbonyl) coordination bonds. In vitro cytotoxic activities of 1-4 have been determined by the MTT method against four cancer cell lines. Studies reveal that 1-4 have an activity similar to cisplatin on lung cancer cell line A549 and but also exhibit excellent cytotoxicity against cisplatin-insensitive colon cancer cell lines HCT-116, Caco-2 and human promyelocytic leukemia cell line HL-60. Additionally, the results showed that most of these triarylantimony(V) complexes exhibited enhanced cytotoxicity compared with the ligand and four triarylantimony dichloride precursors, which clearly implied a positive synergistic effect. Also interestingly, it was found that 3- or 4- mono-fluoro-substituted triphenylantimony, compounds 2 and 3, exhibit higher in vitro cytotoxicities toward the four cancer cell lines than the tri-3,4,5-trifluoro-substituted and without-fluoro-substituted triphenylantimony complexes. The structure-activity relationship of the cytotoxicity of 1-4 is discussed.
• Fluorophenylantimony Carboxylates. I. Synthesis and Spectroscopic (UV, IR, ¹H and ¹⁹F NMR) Studies of Some New Monofluoro- and Pentafluorophenylantimony(III and V) Derivatives of 2-methoxybenzoic Acid
  作者：S. K. Shukla、Ashok Ranjan、A. K. Saxena

  DOI：10.1080/00945710009351808

  日期：2000.5.1

  A series of new mono- and pentafluorophenylantimony(III and V) arylcarboxylates of the type ArnSb(OOCC6H4OCH3-2)(3-n) and Ar3Sb(OOCC6H4OCH3-2)(2) (Ar = p-FC6H4-, m-FC6H4- and C6F5-, n =1 or 2) have been synthesized by the reaction of fluorophenylantimony (III or V) chlorides and the sodium salt of 2-methoxybenzoic acid in the presence of 15-crown-5 as phase transfer catalyst. A representative compound, namely trimethylantimony(V) bis(2-methoxybenzoate) has also been synthesized for the sake of spectral comparisons. The van't Hoff factor 'i' and molar conductance data of the compounds revealed them to be monomeric and non-conducting in nature. The compounds were characterised by the usual physicochemical techniques e.g., elemental analyses, UV, IR and NMR (H-1, C-13 and F-19). Compound (III-VIII) are tentatively assigned as a trigonal bipyramidal structure in which the 2-methoxybenzoate acted as monodentate ligand.