(1-hydroxy-1-(4-cyanophenyl)methyl)diphenylphosphine -borane | 1290631-65-0

• 英文名称: (1-hydroxy-1-(4-cyanophenyl)methyl)diphenylphosphine -borane
• 英文别名: (1-hydroxy-1-(4-cyanophenyl)methyl)diphenylphosphine-borane；((4-cyanophenyl)hydroxymethyl)diphenylphosphine-borane
• CAS: 1290631-65-0
• 化学式: C₂₀H₁₉BNOP
• 分子量: 331.162
• InChiKey: PCCBRLZXDLMQRG-UHFFFAOYSA-N

计算性质

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

• 作为产物：
  描述：

  diphenylphosphineborane 在 盐酸 、 正丁基锂 作用下， 以 四氢呋喃 、 氘代四氢呋喃 、 乙醚 、 正己烷 为溶剂， 生成 (1-hydroxy-1-(4-cyanophenyl)methyl)diphenylphosphine -borane
  参考文献：
  名称：

  Ph₂P(BH₃)Li: From Ditopicity to Dual Reactivity

  摘要：

  A multinuclear NMR study shows that the deprotonation of diphenylphosphine-borane by n-BuLi in THF leads to a disolvated lithium phosphido-borane Ph2P(BH3)Li of which Li+ is connected to the hydrides on the boron and two THF molecules rather than to the phosphorus. This entity behaves as both a phosphination and a reducing agent, depending on the kinetic or thermodynamic control imposed to the reaction medium. Density functional theory computations show that H2P(BH3)Li exhibits a ditopic character (the lithium cation can be in the vicinity of the hydride or of the phosphorus). It explains its dual reactivity (H- or P-addition), both routes going through somewhat similar six-membered transition states with low activation barriers.

  DOI：

  10.1021/ja201760c