4,4'-(phenylphosphinediyl)bis(2,6-dimethylmorpholine)

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 恶嗪烷类
• 英文名称: 4,4'-(phenylphosphinediyl)bis(2,6-dimethylmorpholine)
• 英文别名: di(2,6-dimethylmorpholino)phenylphosphine；Bis(2,6-dimethylmorpholin-4-yl)-phenylphosphane
• 化学式: C₁₈H₂₉N₂O₂P
• 分子量: 336.414
• InChiKey: FHXVYAYEFXLHAO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  23
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  24.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4,4'-(phenylphosphinediyl)bis(2,6-dimethylmorpholine) 、 对氯苯甲腈 在 tris(dibenzylideneacetone)dipalladium (0) 4,4'-(phenylphosphinediyl)bis(2,6-dimethylmorpholine) 、 caesium carbonate 作用下， 以 1,4-二氧六环 为溶剂， 以96%的产率得到4-氰基联苯
  参考文献：
  名称：

  Suzuki–Miyaura coupling reaction of aryl chlorides using di(2,6-dimethylmorpholino)phenylphosphine as ligand

  摘要：

  Suzuki-Miyaura coupling was achieved on a variety of aryl chlorides by using di(2,6-dimethylmorpholino)phenylphosphine (Ll) as a bulky electron-rich monoaryl phosphine ligand. We report the couplings of various chlorobenzenes and heteroaryl chlorides. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2006.12.001
• 作为产物：
  描述：

  2,6-二甲基吗啉 、 苯基二氯化磷 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 24.0h， 以85%的产率得到4,4'-(phenylphosphinediyl)bis(2,6-dimethylmorpholine)
  参考文献：
  名称：

  Efficient palladium-catalyzed amination of aryl chlorides using di(dicyclohexylamino)phenylphosphine as a PN2 ligand

  摘要：

  The palladium-catalyzed amination of a variety of aryl chlorides has been accomplished by using di(dicyclohexylamino)phenylphosphine (1) as a bulky electron-rich monoaryl phosphine ligand. The optimized condition for the palladium-catalyzed amination of aryl chloride is the followings: aniline (3.0 mmol, 1.0 equiv), chlorobenzene (3.15 mmol, 1.05 equiv), ligand 1 (1 mol %, 0.03 mmol), (KOBu)-Bu-t (4.5 mmol, 1.5 equiv), Pd-2(dba)(3) (1 mol %, 0.03 mmol), and toluene as solvent at reflux temperature. We report on couplings of various amines or chloroamines with chlorobenzenes and heteroaryl chloride. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2011.10.059
• 作为试剂：
  描述：

  2-氯吡嗪 、 苯硼酸 在 tris(dibenzylideneacetone)dipalladium (0) 4,4'-(phenylphosphinediyl)bis(2,6-dimethylmorpholine) 、 caesium carbonate 作用下， 以 1,4-二氧六环 为溶剂， 反应 7.0h， 以70%的产率得到2-苯基吡嗪
  参考文献：
  名称：

  Suzuki–Miyaura coupling reaction of aryl chlorides using di(2,6-dimethylmorpholino)phenylphosphine as ligand

  摘要：

  Suzuki-Miyaura coupling was achieved on a variety of aryl chlorides by using di(2,6-dimethylmorpholino)phenylphosphine (Ll) as a bulky electron-rich monoaryl phosphine ligand. We report the couplings of various chlorobenzenes and heteroaryl chlorides. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2006.12.001

文献信息

• Suzuki–Miyaura coupling reaction of aryl chlorides using di(2,6-dimethylmorpholino)phenylphosphine as ligand
  作者：Su-Dong Cho、Ho-Kyun Kim、Heung-seop Yim、Mi-Ra Kim、Jin-Kook Lee、Jeum-Jong Kim、Yong-Jin Yoon

  DOI：10.1016/j.tet.2006.12.001

  日期：2007.2

  Suzuki-Miyaura coupling was achieved on a variety of aryl chlorides by using di(2,6-dimethylmorpholino)phenylphosphine (Ll) as a bulky electron-rich monoaryl phosphine ligand. We report the couplings of various chlorobenzenes and heteroaryl chlorides. (c) 2006 Elsevier Ltd. All rights reserved.
• Efficient palladium-catalyzed amination of aryl chlorides using di(dicyclohexylamino)phenylphosphine as a PN2 ligand
  作者：Bo Ram Kim、Su-Dong Cho、Eun Jung Kim、In-Hye Lee、Gi Hyeon Sung、Jeum-Jong Kim、Sang-Gyeong Lee、Yong-Jin Yoon

  DOI：10.1016/j.tet.2011.10.059

  日期：2012.1

  The palladium-catalyzed amination of a variety of aryl chlorides has been accomplished by using di(dicyclohexylamino)phenylphosphine (1) as a bulky electron-rich monoaryl phosphine ligand. The optimized condition for the palladium-catalyzed amination of aryl chloride is the followings: aniline (3.0 mmol, 1.0 equiv), chlorobenzene (3.15 mmol, 1.05 equiv), ligand 1 (1 mol %, 0.03 mmol), (KOBu)-Bu-t (4.5 mmol, 1.5 equiv), Pd-2(dba)(3) (1 mol %, 0.03 mmol), and toluene as solvent at reflux temperature. We report on couplings of various amines or chloroamines with chlorobenzenes and heteroaryl chloride. (C) 2011 Elsevier Ltd. All rights reserved.