1-[Chloro-(4-fluorophenoxy)phosphoryl]oxy-4-fluorobenzene | 56623-07-5

• 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: 1-[Chloro-(4-fluorophenoxy)phosphoryl]oxy-4-fluorobenzene
• CAS: 56623-07-5
• 化学式: C₁₂H₈ClF₂O₃P
• 分子量: 304.617
• InChiKey: QRYZSWOLSDYCPA-UHFFFAOYSA-N

物化性质

• 沸点：
  368.1±27.0 °C(Predicted)
• 密度：
  1.455±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  1-[Chloro-(4-fluorophenoxy)phosphoryl]oxy-4-fluorobenzene 在 水 作用下， 反应 16.0h， 以60%的产率得到bis(4-fluorophenyl)phosphoric acid
  参考文献：
  名称：

  Hydrogen phosphates: Self initiated organocatalysts for the controlled ring-opening polymerization of cyclic esters

  摘要：

  A series of arylhydrogenphosphates and aryldihydrogenphosphates was synthesized and characterized using spectroscopic methods and single crystal X-ray diffraction. These compounds were assessed as catalysts towards the ring-opening polymerization and proved to be potent organocatalysts for the ring-opening polymerization of cyclic esters. The bulk polymerizations were performed in the absence of external initiator. The polymerization proceeds in a controlled fashion which leads to well defined polyesters with narrow molecular weight distributions. In the post polymerization experiments, kinetics, mechanism and monomer concentration effects were investigated. The kinetic results have confirmed the pseudo-living character of the polymerizations and mechanistic studies suggest that the polymerization operates through a cationic mechanism. (C) 2013 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.ica.2013.02.006
• 作为产物：
  描述：

  4-氟苯酚 在 aluminum (III) chloride 、 三氯氧磷 作用下， 生成 1-[Chloro-(4-fluorophenoxy)phosphoryl]oxy-4-fluorobenzene
  参考文献：
  名称：

  新合成的多靶点 20(R)-人参二醇衍生物治疗阿尔茨海默病的体内外生物学评价

  摘要：

  进行了广泛的研究以发现一系列在 3-OH 位置具有各种取代基的新型 20( R )-人参二醇衍生物作为治疗阿尔茨海默氏病的无毒、脑渗透性、多靶点先导物。体外分析表明，带有苄基取代氨基甲酸酯的化合物（我们将其命名为化合物14a）表现出最有效的神经保护活性，EC 50为 13.17 μM。化合物14a的神经保护作用比多奈哌齐略强，比 20( R )-人参二醇强得多。7.5–120 μM 的化合物14a在各种细胞系中表现出低毒性。此外，复合14a表现出广泛的生物学活性，包括抑制细胞凋亡；诱导 tau 过度磷酸化；影响 β-淀粉样蛋白 (Aβ)、β-分泌酶、活性氧、肿瘤坏死因子-α、环氧合酶-2 和白细胞介素-1β 的产生；促进 Aβ 25-35分解。化合物14a穿过血脑屏障的有效渗透率为26.13×10 -6  cm/s，表明它可以在中枢神经系统中提供足够的暴露。此外，化合物14a改善了小鼠的学

  DOI：

  10.1016/j.ejmech.2022.114825

文献信息

• 10.1021/jacs.4c04587
  作者：Gan, Yu、Zhou, Jun-Feng、Li, Xuejiao、Liu, Ji-Ren、Liu, Fang-Jie、Hong, Xin、Ye, Baihua

  DOI：10.1021/jacs.4c04587

  日期：——

  catalysis, enabling the diastereoselective coupling of bench-stable glycosyl phosphates with a range of (hetero)aromatic and glycal iodides as feasible coupling electrophiles. Our developed method showcases a broad scope and a high tolerance for various functional groups. More importantly, precise stereocontrol toward both anomeric configurations of forming C(sp2)-glycosides can be realized by simply utilizing

  在有机合成领域，C-糖苷键的催化和立体选择性形成是连接碳水化合物和糖苷配基的关键过程。然而，糖支架的固有手性通常对手性配体施加的立体诱导具有重大影响。在这项研究中，我们建立了一种前所未有的锆氮丙啶介导的不对称镍催化作用，使得稳定的糖基磷酸酯与一系列（杂）芳香族和糖醛碘化物作为可行的亲电试剂进行非对映选择性偶联。我们开发的方法展示了广泛的范围和对各种官能团的高耐受性。更重要的是，通过在这种还原镍催化中简单地利用流行的手性二恶唑啉（biOx）配体，可以实现对形成C（sp 2 ）-糖苷的两种异头构型的精确立体控制。关于操作机制，实验和计算研究都支持氧化还原金属转移过程的发生，导致瞬态双金属 Ni-Zr 物质的形成，在催化过程中充当有效且高效的单电子还原剂。
• Hydrogen phosphates: Self initiated organocatalysts for the controlled ring-opening polymerization of cyclic esters
  作者：Payal Malik、Debashis Chakraborty

  DOI：10.1016/j.ica.2013.02.006

  日期：2013.5

  A series of arylhydrogenphosphates and aryldihydrogenphosphates was synthesized and characterized using spectroscopic methods and single crystal X-ray diffraction. These compounds were assessed as catalysts towards the ring-opening polymerization and proved to be potent organocatalysts for the ring-opening polymerization of cyclic esters. The bulk polymerizations were performed in the absence of external initiator. The polymerization proceeds in a controlled fashion which leads to well defined polyesters with narrow molecular weight distributions. In the post polymerization experiments, kinetics, mechanism and monomer concentration effects were investigated. The kinetic results have confirmed the pseudo-living character of the polymerizations and mechanistic studies suggest that the polymerization operates through a cationic mechanism. (C) 2013 Elsevier B.V. All rights reserved.
• Substituted phosphorylamidophosphates
  作者：A. A. Khodak、N. A. Tikhonina、Yu. N. Porshnev、V. A. Gilyarov

  DOI：10.1007/bf00957317

  日期：1987.11
• XODAK, A. A.;TIXONINA, N. A.;PORSHNEV, YU. N.;GILYAROV, V. A., IZV. AN CCCP. CEP. XIM.,(1987) N 11, 2547-2550
  作者：XODAK, A. A.、TIXONINA, N. A.、PORSHNEV, YU. N.、GILYAROV, V. A.

  DOI：——

  日期：——
• Neodymium tris-diarylphosphates: Systematic study of the structure–reactivity relationship in butadiene and isoprene polymerisation
  作者：Ilya E. Nifant’ev、Alexander N. Tavtorkin、Sof’ya A. Korchagina、Inna F. Gavrilenko、Nataliya N. Glebova、Nataliya N. Kostitsyna、Vladimir A. Yakovlev、Galina N. Bondarenko、Marina P. Filatova

  DOI：10.1016/j.apcata.2014.04.007

  日期：2014.5

  The catalytic properties of neodymium tris-phosphates with various diarylphosphate ligands in the stereoregular 1,4-cis-polymerisation of butadiene and isoprene were studied. The considerable variability of the diaryl phosphate structure allowed for the systematic investigation of the dependence of the catalytic properties of neodymium tris-diarylphosphates on the electronic and steric properties of the ligand. Electron-withdrawing substituents (F, Cl, Br) in the aryl moiety increased the catalyst activity of tris-diarylphosphate. Neodymium aryl phosphates containing lipophilic bulky ligands provided the synthesis of polydienes with a monomodal molecular-weight distribution. The optimal catalytic properties demonstrated that the neodymium aryl phosphate prepared from bis(2,6-dimethy1-4-tert-butylpheny1)phosphoric acid showed high activity and ensured a monomodal MWD of polydienes (M-w/M-n similar to 2 for polybutadiene and M-w/M-n similar to 3 for polyisoprene) in various conditions. (C) 2014 Elsevier B.V. All rights reserved.