tri(4-fluorophenyl)antimony dichloride | 110519-06-7

• 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: tri(4-fluorophenyl)antimony dichloride
• 英文别名: tris(3-fluorophenyl)antimony dichloride；(4-fluorophenyl)₃SbCl₂；(4-FC₆H₄)₃SbCl₂；tris(p-fluorophenyl)antimony dichloride；dichloro-tris(4-fluorophenyl)-λ5-stibane
• CAS: 110519-06-7
• 化学式: C₁₈H₁₂Cl₂F₃Sb
• 分子量: 477.944
• InChiKey: JTMZMNJXYLTDLS-UHFFFAOYSA-L

计算性质

• 辛醇/水分配系数(LogP)：
  4.0
• 重原子数：
  24.0
• 可旋转键数：
  3.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  0.0
• 氢给体数：
  0.0
• 氢受体数：
  0.0

反应信息

• 作为反应物：
  描述：

  tri(4-fluorophenyl)antimony dichloride 、 邻苯二甲酰亚胺钠盐 生成 2-[(1,3-dioxoisoindol-2-yl)-tris(4-fluorophenyl)-λ5-stibanyl]isoindole-1,3-dione
  参考文献：
  名称：

  SINGHAL, KIRAN;RASTOGI, RAJIV;RAJ, PREM, INDIAN J. CHEM., 26,(1987) N 2, 146-150

  摘要：

  DOI：
• 作为产物：
  描述：

  tri-p-fluorophenylstibine 在 copper dichloride 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 以65%的产率得到tri(4-fluorophenyl)antimony 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
• 作为试剂：
  描述：

  苯基羟胺 在 tri(4-fluorophenyl)antimony dichloride 、 四苯基溴化锑 作用下， 以 四氢呋喃 为溶剂， 反应 6.0h， 以89.7%的产率得到对氨基苯酚
  参考文献：
  名称：

  一种染料中间体对氨基苯酚的合成方法

  摘要：

  一种染料中间体对氨基苯酚的合成方法，包括含锆钒硅氧化物的固体超强酸催化剂的制备，硝基苯催化加氢，苯基羟胺催化重排和后处理；其中硝基苯催化加氢所用催化剂为含锆钒硅氧化物的固体超强酸催化剂，苯基羟胺催化重排在含有三(3‑氟苯基)二氯化锑和四苯基溴化锑的四氢呋喃中进行；该方法不使用贵金属催化剂和酸性液体，避免了设备腐蚀和酸性废液问题，对氨基苯酚产率87.3~92.1%、纯度94.1~96.5%，含锆钒硅氧化物的固体超强酸催化剂循环使用50次后，对氨基苯酚产率83.8~89.7%、纯度91.9~93.7%。

  公开号：

  CN113773210A

文献信息

• Cationic Triarylchlorostibonium Lewis Acids
  作者：Omar Coughlin、Tobias Krämer、Sophie L. Benjamin

  DOI：10.1021/acs.organomet.2c00426

  日期：2023.3.13

  Organopnictogen cations show promise as powerful, tunable main-group Lewis acid catalysts. The synthesis, solid-state structures, and reactivity of a series of weakly coordinated triarylchlorostibonium salts [Ar3SbCl][B(C6F5)4] (Ar = Ph, 3-FC6H4, 4-FC6H4, 3,5-F2C6H3, 2,4,6-F3C6H2) are reported. The cation in each adopts a tetrahedral coordination environment of antimony, with near complete separation

  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。
• Preparation and Structural Characterisation of Triaryl Metal(V) Complexes (M = As, Sb) of Tri-and Tetradentate Schiff Bases
  作者：R. A. Siddiqui、P. Raj、A. K. Saxena、S. K. Dixit

  DOI：10.1080/00945719608004361

  日期：1996.8

  Hitherto unreported penta-coordinated triarylarsenic(V) complexes of Schiff bases of the general formula Ar(3)AsL (Ar = C6H5, p-CH3C6H4, p-ClC6H4, p-FC6H4 and C6F5; L = dibasic tri- and tetradentate ligands with ONO and ONNO systems) have been synthesised along with some triarylantimony complexes with similar tridentate ligands. The complexes, which are yellow crystalline solids, have been characterised by elemental analyses, IR, H-1 and F-19 NMR spectral data sp(3)d and sp(3)d(2) hybridisation has been suggested for the arsenic and antimony derivatives, respectively, on the basis of spectral data.
• Synthesis of organoantimony(V) and μ-oxy-bis(triarylantimony) selenocyanates using a phase-transfer catalyst
  作者：Prem Raj、Rajiv Rastogi、Kiran Singhal、A.K. Saxena

  DOI：10.1016/s0277-5387(00)84561-1

  日期：1986.1
• Saxena, Arvind K.; Raj, Prem; Dixit, S. K., Synthesis and Reactivity in Inorganic and Metal-Organic Chemistry, 1990, vol. 20, p. 199 - 208
  作者：Saxena, Arvind K.、Raj, Prem、Dixit, S. K.

  DOI：——

  日期：——
• 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.