2,2-Diphenyl-4,4-bis(2,4,6-trimethylphenyl)-3-oxa-2-phosphonia-4-boranuidatricyclo[7.3.1.05,13]trideca-1(12),5(13),6,8,10-pentaene | 1434000-96-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 2,2-Diphenyl-4,4-bis(2,4,6-trimethylphenyl)-3-oxa-2-phosphonia-4-boranuidatricyclo[7.3.1.05,13]trideca-1(12),5(13),6,8,10-pentaene
• CAS: 1434000-96-0
• 化学式: C₄₀H₃₈BOP
• 分子量: 576.526
• InChiKey: VKDHDZMZANTOLK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.9
• 重原子数：
  43
• 可旋转键数：
  4
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  1-diphenylphosphino-8-iodonaphthalene 在 正丁基锂 、 碘 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 生成 2,2-Diphenyl-4,4-bis(2,4,6-trimethylphenyl)-3-oxa-2-phosphonia-4-boranuidatricyclo[7.3.1.05,13]trideca-1(12),5(13),6,8,10-pentaene
  参考文献：
  名称：

  Highly Congested Donor–Acceptor P–B Compound: Synthesis and Properties of a BMes₂- and a PPh₂-Functionalized 1,8-Naphthalene

  摘要：

  A PPh2- and BMes(2)-functionalized (Mes = mesityl) 1,8-naphthalene molecule (1) has been synthesized and fully characterized. Compound 1 is a highly congested molecule with a P B dative bond. NMR studies support that the P B bond in 1 is persistent in solution. Compound 1 is thermally and photochemically stable. It is highly fluxional in solution. The only reactivity it displays is its reactions with halogen molecules (PhI center dot Cl-2 and I-2), leading to the isolation of a hydrolyzed product 2, in which an oxygen atom is inserted between the P and B atom. The crystal structures of 1 and 2, have been determined by single-crystal X-ray diffraction analyses. A DFT computational study established that the open form of 1 has a P-B separation distance of 3.00 angstrom, much longer than the closed one (2.23 angstrom). Furthermore, a computational study showed that the energy difference between the two forms is very small, similar to 1 kcal/mol, which can be attributed to the highly congested nature of the molecule.

  DOI：

  10.1021/om4002846