diphenyl-(2-phenylbenzo[1,3,2]dioxaborol-4-ylmethyl)phosphane | 1151819-78-1

• 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: diphenyl-(2-phenylbenzo[1,3,2]dioxaborol-4-ylmethyl)phosphane
• CAS: 1151819-78-1
• 化学式: C₂₅H₂₀BO₂P
• 分子量: 394.217
• InChiKey: SJMZWWINFBTUST-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.49
• 重原子数：
  29.0
• 可旋转键数：
  5.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.04
• 拓扑面积：
  18.46
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  diphenyl-(2-phenylbenzo[1,3,2]dioxaborol-4-ylmethyl)phosphane 以 四氢呋喃 、 二氯甲烷 为溶剂， 生成 palladium bis(diphenyl-(2-phenylbenzo[1,3,2]dioxaborol-4-ylmethyl)phosphane-3-(4-dimethylaminopyridine)) dichloride
  参考文献：
  名称：

  A Phosphanyl‐Substituted Benzo‐1,3,2‐Dioxaborol as Ambiphilic Bifunctional Lewis Donor–Acceptor Unit

  摘要：

  AbstractCondensation of 3‐[(diphenylphosphanyl)methyl]benzene‐1,2‐diol (1) with phenyl boronic acid gave a phosphane‐functionalised benzo‐1,3,2‐dioxaborol 3. The ability of this species to act as a Lewis base through the P‐centered donor and as a Lewis acid through the B‐centered acceptor sites was demonstrated by the reactions with (cod)PdCl2 and some nitrogen donors (4‐dimethylaminopyridine, diaza‐[2.2.2]‐bicyclooctane, pyridine). These reactions yielded either palladium–phosphane complexes or amine–borane adducts that were characterised by spectroscopic data and, in some cases, by single‐crystal X‐ray diffraction studies. Reactions of a Pd complex of the phosphane‐functionalised benzo‐1,3,2‐dioxaborol 3 with dabco, or of the dmap adduct of 3 with (cod)PdCl2, gave materials that were characterised by analytical data and solid‐state NMR spectroscopic data as triple Lewis acid/base complexes and that contain both P→Pd and B←N dative bonds. Even though these adducts were unstable in solution, the results of these experiments demonstrate the ability of 3 to act as a bifunctional donor/acceptor ligand, which is of potential use as a building block for main chain organometallic polymers or multimetallic complexes.(© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008)

  DOI：

  10.1002/ejic.200800024
• 作为产物：
  描述：

  3-[(diphenylphosphanyl)methyl]benzene-1,2-diol 、 苯硼酸 以 二氯甲烷 为溶剂， 以99%的产率得到diphenyl-(2-phenylbenzo[1,3,2]dioxaborol-4-ylmethyl)phosphane
  参考文献：
  名称：

  A Phosphanyl‐Substituted Benzo‐1,3,2‐Dioxaborol as Ambiphilic Bifunctional Lewis Donor–Acceptor Unit

  摘要：

  AbstractCondensation of 3‐[(diphenylphosphanyl)methyl]benzene‐1,2‐diol (1) with phenyl boronic acid gave a phosphane‐functionalised benzo‐1,3,2‐dioxaborol 3. The ability of this species to act as a Lewis base through the P‐centered donor and as a Lewis acid through the B‐centered acceptor sites was demonstrated by the reactions with (cod)PdCl2 and some nitrogen donors (4‐dimethylaminopyridine, diaza‐[2.2.2]‐bicyclooctane, pyridine). These reactions yielded either palladium–phosphane complexes or amine–borane adducts that were characterised by spectroscopic data and, in some cases, by single‐crystal X‐ray diffraction studies. Reactions of a Pd complex of the phosphane‐functionalised benzo‐1,3,2‐dioxaborol 3 with dabco, or of the dmap adduct of 3 with (cod)PdCl2, gave materials that were characterised by analytical data and solid‐state NMR spectroscopic data as triple Lewis acid/base complexes and that contain both P→Pd and B←N dative bonds. Even though these adducts were unstable in solution, the results of these experiments demonstrate the ability of 3 to act as a bifunctional donor/acceptor ligand, which is of potential use as a building block for main chain organometallic polymers or multimetallic complexes.(© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008)

  DOI：

  10.1002/ejic.200800024