tri(p-deuteriophenyl)phosphine | 848-55-5

• 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: tri(p-deuteriophenyl)phosphine
• 英文别名: Tris-(4-deuterophenyl)phosphin；Tris-<4-deutero-phenyl->-phosphin；Tris-(p-deuterophenyl)phosphin；Tris-<4-deuterio-phenyl>-phosphin；tris-(4-deuterio-phenyl)-phosphane；Tri(p-deuterophenyl)phosphine；tris(4-deuteriophenyl)phosphane
• CAS: 848-55-5
• 化学式: C₁₈H₁₅P
• 分子量: 265.267
• InChiKey: RIOQSEWOXXDEQQ-CBYSEHNBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为产物：
  描述：

  p-deuteriophenyl magnesium bromide 在 三氯化磷 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 以38%的产率得到tri(p-deuteriophenyl)phosphine
  参考文献：
  名称：

  Methyl/Phenyl Exchange between Palladium and a Phosphine Ligand. Consequences for Catalytic Coupling Reactions

  摘要：

  The methyl ligand of trans-CH3Pd(PPh(3))(2)I (1) exchanges with a phenyl from its PPh(3) ligand, initially giving PhPd(PPh(3))(PMePh(2))I (4). The PMePh(2) ligand of 4 then exchanges with a PPh(3) of 1 to give CH3Pd(PPh(3))(PMePh(2))I and with the PMePh(2) ligand of more 4 to give PhPd(PPh(3))(2)I and trans-PhPd(PMePh(2))(2)I. The observed rate constant for the disappearance of 1 is about 7 x 10(-5) s(-1) at 75 degrees C. The rearrangement is irreversible, does not involve a free phosphonium cation, and does not require phosphine dissociation. The rearrangement competes with transmetalation when 1 is treated with tin reagents, leading to coupling products incorporating phenyls from PPh(3). Relatively electropositive phosphine substituents seem reluctant to rearrange onto palladium.

  DOI：

  10.1021/ja00138a012

文献信息

• Adsorption of solid phosphines on silica and implications for catalysts on oxide surfaces
  作者：John C. Hoefler、Yuan Yang、Janet Blümel

  DOI：10.1039/d3nj03016d

  日期：——

  takes place within days when both solid components are mixed and then left undisturbed. The phosphines form well-defined monolayers on the surface and the transition from monolayer to left-over polycrystalline phosphine is abrupt. Therefore, the maximal surface coverage with a monolayer can be easily determined. When the phosphines are adsorbed from solutions, the same maximal surface coverage is found

  叔膦在无机化学中普遍存在。它们作为配体在配位化学和催化中发挥着重要作用。此外，它们还充当氧化物表面的表面酸度探针。然而，迄今为止，只有挥发性膦，例如PH 3已应用于此功能。在这里，我们首次证明，即使在没有溶剂的情况下，具有高熔点的三芳基膦和三烷基膦 PPh 3和 PCy 3也很容易自吸附到二氧化硅表面上。当两种固体成分混合并不受干扰时，自吸附会在几天内发生。膦在表面上形成明确的单层，并且从单层到剩余多晶膦的转变是突然的。因此，可以很容易地确定单层的最大表面覆盖率。当膦从溶液中吸附时，发现相同的最大表面覆盖度。固态核磁共振波谱为研究不同环境中膦的结构和动力学提供了独特的分析工具。31 P和2 H固态NMR测量成功地应用于表征吸附过程和吸附的膦在二氧化硅表面上的迁移率。此外，以(Ph 3 P) 2 Ni(CO) 2为代表，表明二氧化硅表面对固定化和表面驻留催化剂具有迄今为止未被认识到的影响，因
• Methyl/Phenyl Exchange between Palladium and a Phosphine Ligand. Consequences for Catalytic Coupling Reactions
  作者：David K. Morita、J. K. Stille、Jack R. Norton

  DOI：10.1021/ja00138a012

  日期：1995.8

  The methyl ligand of trans-CH3Pd(PPh(3))(2)I (1) exchanges with a phenyl from its PPh(3) ligand, initially giving PhPd(PPh(3))(PMePh(2))I (4). The PMePh(2) ligand of 4 then exchanges with a PPh(3) of 1 to give CH3Pd(PPh(3))(PMePh(2))I and with the PMePh(2) ligand of more 4 to give PhPd(PPh(3))(2)I and trans-PhPd(PMePh(2))(2)I. The observed rate constant for the disappearance of 1 is about 7 x 10(-5) s(-1) at 75 degrees C. The rearrangement is irreversible, does not involve a free phosphonium cation, and does not require phosphine dissociation. The rearrangement competes with transmetalation when 1 is treated with tin reagents, leading to coupling products incorporating phenyls from PPh(3). Relatively electropositive phosphine substituents seem reluctant to rearrange onto palladium.