2-diphenylphosphinobenzoic anhydride | 954142-58-6

• 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-diphenylphosphinobenzoic anhydride
• 英文别名: 2-diphenylphosphinobenzoic acid anhydride；(2-Diphenylphosphanylbenzoyl) 2-diphenylphosphanylbenzoate；(2-diphenylphosphanylbenzoyl) 2-diphenylphosphanylbenzoate
• CAS: 954142-58-6
• 化学式: C₃₈H₂₈O₃P₂
• 分子量: 594.586
• InChiKey: MTTPXPDGZGQBLX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.6
• 重原子数：
  43
• 可旋转键数：
  10
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  bis(1,5-cyclooctadiene)nickel (0) 、 2-diphenylphosphinobenzoic anhydride 以 四氢呋喃 为溶剂， 以94%的产率得到(2-diphenylphosphinobenzoyl)2-diphenylphosphinobenzoatonickel
  参考文献：
  名称：

  Oxidative Addition of a Diphosphine Anhydride to Iron(0) and Nickel(0): A Simple Approach to Installing Four Ligands

  摘要：

  The diphosphine anhydride (PCO)(2)O was prepared in high yield by DCC coupling of 2-diphenylphosphinobenzoic acid. The diphosphine oxidatively adds to Fe(0) carbonyls to give the acyl carboxylate Fe(PCO)(PCO2)(CO)(2) (1). The complex adopts a distorted octahedral geometry with trans phosphines and cis carbonyl ligands. Treatment of Ni(COD)(2) with (PCO)(2)O afforded the square-planar acyl carboxylate Ni(PCO)(PCO2) (2) with trans phosphine ligands. Upon treatment with PMe3, 1 gives the monocarbonyl Fe(PCO)(PCO2)(CO)(PMe3), whereas 2 and PMe3 react to give the pentacoordinate adduct 2PMe(3). Both 1 and 2 give 1:1 adducts with B(C6F5)(3) (BPh3F). Crystallographic analysis revealed that the borane binds to the noncoordinated carboxylate oxygen in both cases. The value of v(CO) for the carboxylato ligand decreased by 45 cm(-1), and in the case of 1BPh(3)(F), v(CO) for the CO ligands increased by 15 cm(-1). In solution, 1BPh(3)(F) exists as an equilibrium mixture of three isomers, including a kinetic isomer and another isomer that selectively crystallizes.

  DOI：

  10.1021/om200073k
• 作为产物：
  描述：

  2-二苯基膦苯甲酸 在 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 反应 3.0h， 以77%的产率得到2-diphenylphosphinobenzoic anhydride
  参考文献：
  名称：

  Oxidative Addition of a Diphosphine Anhydride to Iron(0) and Nickel(0): A Simple Approach to Installing Four Ligands

  摘要：

  The diphosphine anhydride (PCO)(2)O was prepared in high yield by DCC coupling of 2-diphenylphosphinobenzoic acid. The diphosphine oxidatively adds to Fe(0) carbonyls to give the acyl carboxylate Fe(PCO)(PCO2)(CO)(2) (1). The complex adopts a distorted octahedral geometry with trans phosphines and cis carbonyl ligands. Treatment of Ni(COD)(2) with (PCO)(2)O afforded the square-planar acyl carboxylate Ni(PCO)(PCO2) (2) with trans phosphine ligands. Upon treatment with PMe3, 1 gives the monocarbonyl Fe(PCO)(PCO2)(CO)(PMe3), whereas 2 and PMe3 react to give the pentacoordinate adduct 2PMe(3). Both 1 and 2 give 1:1 adducts with B(C6F5)(3) (BPh3F). Crystallographic analysis revealed that the borane binds to the noncoordinated carboxylate oxygen in both cases. The value of v(CO) for the carboxylato ligand decreased by 45 cm(-1), and in the case of 1BPh(3)(F), v(CO) for the CO ligands increased by 15 cm(-1). In solution, 1BPh(3)(F) exists as an equilibrium mixture of three isomers, including a kinetic isomer and another isomer that selectively crystallizes.

  DOI：

  10.1021/om200073k

文献信息

• Oxidative Addition of a Diphosphine Anhydride to Iron(0) and Nickel(0): A Simple Approach to Installing Four Ligands
  作者：Mark R. Ringenberg、Danielle L. Gray、Thomas B. Rauchfuss

  DOI：10.1021/om200073k

  日期：2011.5.23

  The diphosphine anhydride (PCO)(2)O was prepared in high yield by DCC coupling of 2-diphenylphosphinobenzoic acid. The diphosphine oxidatively adds to Fe(0) carbonyls to give the acyl carboxylate Fe(PCO)(PCO2)(CO)(2) (1). The complex adopts a distorted octahedral geometry with trans phosphines and cis carbonyl ligands. Treatment of Ni(COD)(2) with (PCO)(2)O afforded the square-planar acyl carboxylate Ni(PCO)(PCO2) (2) with trans phosphine ligands. Upon treatment with PMe3, 1 gives the monocarbonyl Fe(PCO)(PCO2)(CO)(PMe3), whereas 2 and PMe3 react to give the pentacoordinate adduct 2PMe(3). Both 1 and 2 give 1:1 adducts with B(C6F5)(3) (BPh3F). Crystallographic analysis revealed that the borane binds to the noncoordinated carboxylate oxygen in both cases. The value of v(CO) for the carboxylato ligand decreased by 45 cm(-1), and in the case of 1BPh(3)(F), v(CO) for the CO ligands increased by 15 cm(-1). In solution, 1BPh(3)(F) exists as an equilibrium mixture of three isomers, including a kinetic isomer and another isomer that selectively crystallizes.