3,22-Bis(chloromethyl)-7,18-dioxatricyclo[17.3.1.12,6]tetracosa-1(22),2,4,6(24),19(23),20-hexaene | 1023659-55-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3,22-Bis(chloromethyl)-7,18-dioxatricyclo[17.3.1.12,6]tetracosa-1(22),2,4,6(24),19(23),20-hexaene
• 英文别名: 3,22-bis(chloromethyl)-7,18-dioxatricyclo[17.3.1.12,6]tetracosa-1(22),2,4,6(24),19(23),20-hexaene
• CAS: 1023659-55-3
• 化学式: C₂₄H₃₀Cl₂O₂
• 分子量: 421.407
• InChiKey: YCINANVQVZGRQQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.6
• 重原子数：
  28
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3,22-Bis(chloromethyl)-7,18-dioxatricyclo[17.3.1.12,6]tetracosa-1(22),2,4,6(24),19(23),20-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91%的产率得到3,22-Bis(diphenylphosphorylmethyl)-7,18-dioxatricyclo[17.3.1.12,6]tetracosa-1(22),2,4,6(24),19(23),20-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
• 作为产物：
  描述：

  C₂₄H₃₂O₄ 在 氯化亚砜 作用下， 以 二氯甲烷 为溶剂， 反应 12.0h， 以76%的产率得到3,22-Bis(chloromethyl)-7,18-dioxatricyclo[17.3.1.12,6]tetracosa-1(22),2,4,6(24),19(23),20-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

文献信息

• Novel atropisomeric bisphosphine ligands with a bridge across the 5,5′-position of the biphenyl for asymmetric catalysis
  作者：Hao Wei、Yong Jian Zhang、Feijun Wang、Wanbin Zhang

  DOI：10.1016/j.tetasy.2008.01.023

  日期：2008.3

  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.