2,7-di-tert-butyl-4,5-bis(diethoxyphosphino)-9,9-dimethylxanthene | 262420-60-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: 2,7-di-tert-butyl-4,5-bis(diethoxyphosphino)-9,9-dimethylxanthene
• 英文别名: (2,7-ditert-butyl-5-diethoxyphosphanyl-9,9-dimethylxanthen-4-yl)-diethoxyphosphane
• CAS: 262420-60-0
• 化学式: C₃₁H₄₈O₅P₂
• 分子量: 562.667
• InChiKey: SYKHOCPMILFRFM-UHFFFAOYSA-N

物化性质

• 沸点：
  552.8±50.0 °C(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  8.73
• 重原子数：
  38.0
• 可旋转键数：
  10.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.61
• 拓扑面积：
  46.15
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  4-溴联苯醚 、 2,7-di-tert-butyl-4,5-bis(diethoxyphosphino)-9,9-dimethylxanthene 在 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 2.0h， 以39%的产率得到2,7-di-tert-butyl-4,5-bis{di[p-phenylphenoxy]phosphino}-9,9-dimethylxanthene
  参考文献：
  名称：

  Accelerated Biphasic Hydroformylation by Vesicle Formation of Amphiphilic Diphosphines

  摘要：

  The synthesis, aggregation behavior, and catalytic activity of rhodium complexes of a series of Xantphos derivatives with surface-active pendant groups, -4-C6H4O(CH2)(n)C6H4(SO3Na)- (n = 0, 3, 6) is described. Electron microscopy experiments show that these ligands and their complexes form vesicles in water if the hydrophobic part of the ligand is large enough (n = 3, 6). The formed aggregates are stable at elevated temperatures (90 degrees C), and their presence lends to a significant enhancement of the solubility of organic substrates in aqueous solution. This enhanced solubility results directly in a higher reaction rate in the rhodium-catalyzed hydroformylation of 1-octene. Furthermore, recycling experiments show that the TOF and the high selectivity toward the more valuable linear aldehyde remains approximately the same in four consecutive runs. This indicates that the aggregates stay intact during the recycling and the active rhodium complex is retained in the water-phase quantitatively.

  DOI：

  10.1021/ja9925610
• 作为产物：
  描述：

  二乙基亚磷酰氯 、 4,5-二溴-2,7-二叔丁基-9,9-二甲基呫吨 在 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 2.0h， 以77%的产率得到2,7-di-tert-butyl-4,5-bis(diethoxyphosphino)-9,9-dimethylxanthene
  参考文献：
  名称：

  Accelerated Biphasic Hydroformylation by Vesicle Formation of Amphiphilic Diphosphines

  摘要：

  The synthesis, aggregation behavior, and catalytic activity of rhodium complexes of a series of Xantphos derivatives with surface-active pendant groups, -4-C6H4O(CH2)(n)C6H4(SO3Na)- (n = 0, 3, 6) is described. Electron microscopy experiments show that these ligands and their complexes form vesicles in water if the hydrophobic part of the ligand is large enough (n = 3, 6). The formed aggregates are stable at elevated temperatures (90 degrees C), and their presence lends to a significant enhancement of the solubility of organic substrates in aqueous solution. This enhanced solubility results directly in a higher reaction rate in the rhodium-catalyzed hydroformylation of 1-octene. Furthermore, recycling experiments show that the TOF and the high selectivity toward the more valuable linear aldehyde remains approximately the same in four consecutive runs. This indicates that the aggregates stay intact during the recycling and the active rhodium complex is retained in the water-phase quantitatively.

  DOI：

  10.1021/ja9925610