1,4-bis[(2R,5S)-3-phenyl-1,3-diaza-2-phosphabicyclo[3.3.0]octyloxy]benzene | 1273551-34-0

• 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: 1,4-bis[(2R,5S)-3-phenyl-1,3-diaza-2-phosphabicyclo[3.3.0]octyloxy]benzene
• 英文别名: (1R,3aS)-1-[4-[[(1R,3aS)-2-phenyl-3a,4,5,6-tetrahydro-3H-pyrrolo[1,2-c][1,3,2]diazaphosphol-1-yl]oxy]phenoxy]-2-phenyl-3a,4,5,6-tetrahydro-3H-pyrrolo[1,2-c][1,3,2]diazaphosphole
• CAS: 1273551-34-0
• 化学式: C₂₈H₃₂N₄O₂P₂
• 分子量: 518.535
• InChiKey: GQHBGRXPOZUQFG-HJHOKDQESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.8
• 重原子数：
  36
• 可旋转键数：
  6
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  31.4
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  (5S)-2-chloro-3-phenyl-1,3-diaza-2-phosphabicyclo[3.3.0]octane 、 对苯二酚 在 三乙胺 作用下， 以 甲苯 为溶剂， 反应 0.17h， 以76%的产率得到1,4-bis[(2R,5S)-3-phenyl-1,3-diaza-2-phosphabicyclo[3.3.0]octyloxy]benzene
  参考文献：
  名称：

  Pd-catalyzed asymmetric reactions using resorcinol- and hydroquinone-based P∗,P∗-bidentate diamidophosphites

  摘要：

  Readily available isomeric bisdiamidophosphites with P*-stereocentres have been prepared using resorcinol and hydroquinone as simple and cheap starting materials. Palladium catalytic systems containing these P*,P*-bidentate ligands afforded 99% and 70% ees in asymmetric allylic substitution and desymmetrization processes, respectively. The influence of the precatalyst, substrate, nucleophile, and solvent on the enantioselectivity is discussed. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.11.111
• 作为试剂：
  描述：

  (±)-反式-1,3-二苯基烯丙基乙酸酯 、 sodium 4-methylbenzenesulfinate 在 bis(η3-allyl-μ-chloropalladium(II)) 、 1,4-bis[(2R,5S)-3-phenyl-1,3-diaza-2-phosphabicyclo[3.3.0]octyloxy]benzene 作用下， 以 四氢呋喃 为溶剂， 反应 48.0h， 生成 (R,E)-1,3-diphenyl-3-tosylprop-1-ene
  参考文献：
  名称：

  Pd-catalyzed asymmetric reactions using resorcinol- and hydroquinone-based P∗,P∗-bidentate diamidophosphites

  摘要：

  Readily available isomeric bisdiamidophosphites with P*-stereocentres have been prepared using resorcinol and hydroquinone as simple and cheap starting materials. Palladium catalytic systems containing these P*,P*-bidentate ligands afforded 99% and 70% ees in asymmetric allylic substitution and desymmetrization processes, respectively. The influence of the precatalyst, substrate, nucleophile, and solvent on the enantioselectivity is discussed. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.11.111