3,20-Bis(diphenylphosphorylmethyl)-7,16-dioxatricyclo[15.3.1.12,6]docosa-1(20),2,4,6(22),17(21),18-hexaene | 1010797-14-4

• 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: 3,20-Bis(diphenylphosphorylmethyl)-7,16-dioxatricyclo[15.3.1.12,6]docosa-1(20),2,4,6(22),17(21),18-hexaene
• 英文别名: 3,20-bis(diphenylphosphorylmethyl)-7,16-dioxatricyclo[15.3.1.12,6]docosa-1(20),2,4,6(22),17(21),18-hexaene
• CAS: 1010797-14-4
• 化学式: C₄₆H₄₆O₄P₂
• 分子量: 724.816
• InChiKey: YEUJFHDOOAVEPS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.9
• 重原子数：
  52
• 可旋转键数：
  8
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3,20-Bis(diphenylphosphorylmethyl)-7,16-dioxatricyclo[15.3.1.12,6]docosa-1(20),2,4,6(22),17(21),18-hexaene 在 三氯硅烷 、 三乙胺 作用下， 以 甲苯 为溶剂， 反应 12.0h， 以61%的产率得到2,2'-di(diphenylphosphinomethyl)-5,5'-(1,8-n-octanedioxy)biphenyl
  参考文献：
  名称：

  Novel atropisomeric bisphosphine ligands with a bridge across the 5,5′-position of the biphenyl for asymmetric catalysis

  摘要：

  A new type of atropisomeric bisphosphine ligand 2 with a bridge across the 5,5'-position of the biphenyl has been developed. The axial chirality of this type of ligands can be retained by macrocyclic ring strain produced from 5,5'-linkage of the biphenyl even without 6,6'-substituents on the biphenyls. Ligand (R)-2a showed good catalytic activity and enantioselectivity for Rh(I)-catalyzed asymmetric hydrogenation of (Z)-alpha-acetamidocinnamic acid 11. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2008.01.023
• 作为产物：
  描述：

  3,20-Bis(chloromethyl)-7,16-dioxatricyclo[15.3.1.12,6]docosa-1(20),2,4,6(22),17(21),18-hexaene 、 Diphenylphosphine oxide 在 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 1.0h， 以93%的产率得到3,20-Bis(diphenylphosphorylmethyl)-7,16-dioxatricyclo[15.3.1.12,6]docosa-1(20),2,4,6(22),17(21),18-hexaene
  参考文献：
  名称：

  Novel atropisomeric bisphosphine ligands with a bridge across the 5,5′-position of the biphenyl for asymmetric catalysis

  摘要：

  A new type of atropisomeric bisphosphine ligand 2 with a bridge across the 5,5'-position of the biphenyl has been developed. The axial chirality of this type of ligands can be retained by macrocyclic ring strain produced from 5,5'-linkage of the biphenyl even without 6,6'-substituents on the biphenyls. Ligand (R)-2a showed good catalytic activity and enantioselectivity for Rh(I)-catalyzed asymmetric hydrogenation of (Z)-alpha-acetamidocinnamic acid 11. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2008.01.023