2-diphenyloxophosphinomethylen-1,3,4,5-tetramethylimidazoline | 477205-46-2

• 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-diphenyloxophosphinomethylen-1,3,4,5-tetramethylimidazoline
• 英文别名: 2-(Diphenylphosphorylmethylidene)-1,3,4,5-tetramethylimidazole；2-(diphenylphosphorylmethylidene)-1,3,4,5-tetramethylimidazole
• CAS: 477205-46-2
• 化学式: C₂₀H₂₃N₂OP
• 分子量: 338.389
• InChiKey: VOHWJOWCLQMTKV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  24
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  23.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-diphenyloxophosphinomethylen-1,3,4,5-tetramethylimidazoline 以 乙醚 、 二氯甲烷 、 甲苯 为溶剂， 生成 1,3,4,5-tetramethyl-2-diphenyltrifluoroboranoxophosphinomethylimidazolium tetrafluoroborate monohydrate
  参考文献：
  名称：

  Der Einfluß von Phosphoryl-Substituenten auf die Eigenschaften P-substituierter 2-Methylimidazolium-Ionen und 2-Methylenimidazoline [1]Professor Joachim Strähle zum 65. Geburtstag gewidmet

  摘要：

  The imidazolines ImCHP(E)Ph-2 [6, E = S (a), Se (b)] are obtained from ImCHPPh(2) (4) and sulfur or selenium. HBF4 reaction yields the corresponding imidazolium salts [ImCH(2),. P(E)Ph-2][BF4] [5, E = S (a), Se (b)]. 1,3,4,5-Tetramethyl-2-methylenimidazoline (1, ImCH(2)) reacts with Ph2P(O)Cl to give the corresponding phosphane salt [ImCH(2)P(O)Ph-2]Cl (7) from which the vinyl compound ImCHP(O)Ph-2 (8) is formed through deprotonation. 8 reacts with excess HBF4 to give the phosphine oxide BF3 adduct [ImCH(2)P(O)Ph-2 . BF3][BF4] (9). The crystal structures of 5a, 5b, 6b, 7 . CH2Cl2 and 9 . H2O as well as preliminary data of 8 are reported and discussed on comparison with the phosphanes [ImCH(2)PPh(2)][BF4](3b) and ImCHPPh(2) (4). From structural data, pi-electron delocalisation is concluded for 6b and 8.

  DOI：

  10.1002/1521-3749(200206)628:5<1108::aid-zaac1108>3.0.co;2-c