4-bromo-(1,1'-biphenyl-4-yl)-1-(tetrahydropyranyloxy)benzene | 1609243-29-9

• 英文名称: 4-bromo-(1,1'-biphenyl-4-yl)-1-(tetrahydropyranyloxy)benzene
• CAS: 1609243-29-9
• 化学式: C₂₃H₂₁BrO₂
• 分子量: 409.323
• InChiKey: NEKGPLJATOSFIM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.69
• 重原子数：
  26.0
• 可旋转键数：
  4.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  18.46
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  4-bromo-(1,1'-biphenyl-4-yl)-1-(tetrahydropyranyloxy)benzene 、 联硼酸频那醇酯 在 1,1'-双(二苯膦基)二茂铁二氯化钯(II)二氯甲烷复合物 、 sodium acetate trihydrate 作用下， 以 1,4-二氧六环 为溶剂， 反应 24.0h， 以69%的产率得到4,4,5,5-tetramethyl-2-(6-((tetrahydro-2H-pyran-2-yl)oxy)-[1,1':4',1''-terphenyl]-3-yl)-1,3,2-dioxaborolane
  参考文献：
  名称：

  基于二茂铁桥联对环烷骨架的手性磷酸的开发

  摘要：

  AbstractThis work deals with the development of a new family of planar chiral phosphoric acids based on a ferrocenophane/paracyclophane scaffold. The synthetic approach has been improved by taking advantage of a chiral phosphorylating agent to access enantiomerically enriched acids via diastereomers separation. These phosphoric acids have been used as catalysts for the enantioselective H‐transfer reduction of α‐substituted quinolines with Hantzsch esters. Optimization of both the catalyst and the Hantzsch reductant allowed ee values in the range 82–92% to be attained starting from α‐arylquinolines.magnified image

  DOI：

  10.1002/adsc.201300697
• 作为产物：
  描述：

  2-(1,1'-biphenyl-4-yl)phenol 在 溴 、 对甲苯磺酸 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 生成 4-bromo-(1,1'-biphenyl-4-yl)-1-(tetrahydropyranyloxy)benzene
  参考文献：
  名称：

  基于二茂铁桥联对环烷骨架的手性磷酸的开发

  摘要：

  AbstractThis work deals with the development of a new family of planar chiral phosphoric acids based on a ferrocenophane/paracyclophane scaffold. The synthetic approach has been improved by taking advantage of a chiral phosphorylating agent to access enantiomerically enriched acids via diastereomers separation. These phosphoric acids have been used as catalysts for the enantioselective H‐transfer reduction of α‐substituted quinolines with Hantzsch esters. Optimization of both the catalyst and the Hantzsch reductant allowed ee values in the range 82–92% to be attained starting from α‐arylquinolines.magnified image

  DOI：

  10.1002/adsc.201300697