(+/-)-di(4'-methoxyphenyl)([2.2]paracyclophan-4-yl)phosphine

• 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: (+/-)-di(4'-methoxyphenyl)([2.2]paracyclophan-4-yl)phosphine
• 英文别名: Bis(4-methoxyphenyl)-(5-tricyclo[8.2.2.24,7]hexadeca-1(13),4,6,10(14),11,15-hexaenyl)phosphane
• 化学式: C₃₀H₂₉O₂P
• 分子量: 452.533
• InChiKey: NDUZZRXYVLKZSW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.1
• 重原子数：
  33
• 可旋转键数：
  5
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 在 sodium L-prolinate 作用下， 以 甲醇 为溶剂， 反应 2.0h， 生成 (+/-)-di(4'-methoxyphenyl)([2.2]paracyclophan-4-yl)phosphine
  参考文献：
  名称：

  Synthesis of planar chiral [2.2]paracyclophane monophosphine ligands and their application in the umpolung allylation of aldehydes

  摘要：

  Chiral [2.2]paracyclophane monophosphines 8 were synthesized via resolution using chiral palladacycle 10. Chiral phosphinite 5 was also prepared from 4-hydroxy[2.2]paracyclophane. Phosphines 8 and phosphinite 5 were used as the ligand in the umpolung allylation of aldehydes 14 with cyclohexenyl acetate 15, giving homoallyl alcohols 16 in high diastereoselectivity and in moderate to good enantioselectivity. Palladacycle 10 was recovered by treating the palladacycle-phosphine complexes with sodium prolinate, followed by treatment with HCl in high yield. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2007.01.020