2,4,6-tris(2,4-difluorophenyl)-1,3,5,2,4,6-trioxatriborinane | 512198-16-2

• 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: 2,4,6-tris(2,4-difluorophenyl)-1,3,5,2,4,6-trioxatriborinane
• 英文别名: tris(2,4-difluorophenyl)boroxine
• CAS: 512198-16-2
• 化学式: C₁₈H₉B₃F₆O₃
• 分子量: 419.691
• InChiKey: MDBRIQSPQPFMJS-UHFFFAOYSA-N

物化性质

• 沸点：
  355.3±52.0 °C(Predicted)
• 密度：
  1.38±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.07
• 重原子数：
  30
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  27.7
• 氢给体数：
  0
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  2,4,6-tris(2,4-difluorophenyl)-1,3,5,2,4,6-trioxatriborinane 、 水 以 乙醚 为溶剂， 生成 2,4-二氟苯硼酸
  参考文献：
  名称：

  摘要：

  A general preparative procedure for polyfluorinated aryl(dihydroxy)boranes C6H5-nFnB(OH)(2) (n = 3 - 5) is described. Polyfluorinated aryl(dihydroxy)boranes are easily dehydrated to the corresponding tri(aryl)boroxins (C6H5-nFnBO)(3) by thermal or chemical treatment. The property of the acids C6H5-nFnB(OH)(2) to condensate depends on the number and on the position of the fluorine atoms in the aryl group. Examples of both classes of boron compounds were isolated as pure individuals and characterized by multinuclear NMR spectroscopy.

  DOI：

  10.1002/1521-3749(200213)628:13<2827::aid-zaac2827>3.0.co;2-n
• 作为产物：
  描述：

  2,4-二氟苯硼酸 以 甲苯 为溶剂， 以60%的产率得到2,4,6-tris(2,4-difluorophenyl)-1,3,5,2,4,6-trioxatriborinane
  参考文献：
  名称：

  摘要：

  A general preparative procedure for polyfluorinated aryl(dihydroxy)boranes C6H5-nFnB(OH)(2) (n = 3 - 5) is described. Polyfluorinated aryl(dihydroxy)boranes are easily dehydrated to the corresponding tri(aryl)boroxins (C6H5-nFnBO)(3) by thermal or chemical treatment. The property of the acids C6H5-nFnB(OH)(2) to condensate depends on the number and on the position of the fluorine atoms in the aryl group. Examples of both classes of boron compounds were isolated as pure individuals and characterized by multinuclear NMR spectroscopy.

  DOI：

  10.1002/1521-3749(200213)628:13<2827::aid-zaac2827>3.0.co;2-n

文献信息

• Photoinduced Transition-Metal-Free Chan–Evans–Lam-Type Coupling: Dual Photoexcitation Mode with Halide Anion Effect
  作者：Zijun Zhou、Jeonguk Kweon、Hoimin Jung、Dongwook Kim、Sangwon Seo、Sukbok Chang

  DOI：10.1021/jacs.2c03343

  日期：2022.5.25

  large-scale reactions, synthesis of 15N-labeled arylamides, and applicability toward biologically relevant compounds. On the basis of mechanistic investigations, two distinctive photoexcitations are proposed to function in the current process, in which the first excitation involving chloro-boron adduct facilitates the transition-metal-free activation of dioxazolones by single electron transfer (SET), and

  在此，我们报道了作为芳基源的 2,4,6-三（芳基）环硼氧烷或芳基硼酸与 1,4,2-二恶唑-5-酮之间光诱导的无过渡金属的 C（芳基）-N 键形成（二恶唑酮）作为酰胺偶联伙伴。人们发现，氯阴离子无论是通过氯化溶剂分子的光解原位产生还是作为添加剂单独添加，都发挥着关键的协同作用，从而可以在温和的光照条件下方便地获得各种合成多功能的N-芳基酰胺。这种无过渡金属的 Chan-Evans-Lam 型偶联的合成优点通过大规模反应、 15 个N 标记芳酰胺的合成以及对生物相关化合物的适用性得到了证明。在机理研究的基础上，提出了两种独特的光激发在当前过程中发挥作用，其中涉及氯硼加合物的第一种激发通过单电子转移（SET）促进二恶唑酮的无过渡金属活化，第二种激发一种使得由此形成的N-氯酰胺基-硼酸盐加合物能够进行否则无效的1,2-芳基迁移。
• ——
  作者：H.-J. Frohn、N. Y. Adonin、V. V. Bardin、V. F. Starichenko

  DOI：10.1002/1521-3749(200213)628:13<2827::aid-zaac2827>3.0.co;2-n

  日期：——

  A general preparative procedure for polyfluorinated aryl(dihydroxy)boranes C6H5-nFnB(OH)(2) (n = 3 - 5) is described. Polyfluorinated aryl(dihydroxy)boranes are easily dehydrated to the corresponding tri(aryl)boroxins (C6H5-nFnBO)(3) by thermal or chemical treatment. The property of the acids C6H5-nFnB(OH)(2) to condensate depends on the number and on the position of the fluorine atoms in the aryl group. Examples of both classes of boron compounds were isolated as pure individuals and characterized by multinuclear NMR spectroscopy.
• Synthetic and X-ray diffraction studies of borosiloxane cages [R′Si(ORBO)3SiR′] and the adducts of [ButSi{O(PhB)O}3SiBut] with pyridine or N,N,N′,N′-tetramethylethylenediamine
  作者：George Ferguson、Simon E. Lawrence、Lorraine A. Neville、Brian J. O’Leary、Trevor R. Spalding

  DOI：10.1016/j.poly.2006.12.045

  日期：2007.7

  Eleven borosiloxane [R'Si(ORBO)(3)SiR'] compounds where R-' = Bu-1 and R = Ph (1), 4-PhC6H4 (2), 4-(BuC6H4)-C-t (3), 3-NO2C6H4 (4), 4-CH(O)C6H4 (5), CpFeC5H4 (6), 4-C(O)CH(3)C(6)H4 (7), 4-ClC6H4 (8), 2,4-F2C6H3 (9), and R-' = Cyclo-C6H11 and R = Ph (10), and 4-BrC6H4 (11) have been synthesized and characterized by spectroscopic (IR, NMR), mass spectrometric and, for compounds where R-'= Bu-1 and R = 4-PhC6H4 (2), 4-(BuC6H4)-C-t (3), 3-NO2C6H4 (4), CpFeC5H4 (6) and 2,4-F2C6H3 (9), X-ray diffraction studies. These compounds contain trigonal planar RBO2 and tetrahedral (RSiO3)-Si-' units located around 11-atom "spherical" Si2O6B3 cores. The dimensions of the Si2O6B3 cores in compounds 2, 3, 4, 6 and 9 are remarkably similar. The reaction between [(BuSi)-Si-tO(PhB)O}(3)SiBut] (1), and excess pyridine yields the 1:1 adduct [(BuSi)-Si-tO(PhB)O}SiBut]. NC5H2 (12) while the reaction between 1 and N,N,N',N'-tetramethylethy-lenediamine in equimolar amounts affords a 2:1 borosiloxane:amine adduct [(BUSi)-Si-tO(PhB)O}(3)SiBut](2) center dot Me2NCH2CH2NMe2 (13). Compounds 12 and 13 were characterised with IR and (H-1, C-13 and' B-11) NMR spectroscopies and the structure of the pyridine complex 12 was determined with X-ray techniques. (c) 2006 Elsevier Ltd. All rights reserved.