(R)-2,2'-bis(hexyloxy)-6,6'-divinyl-1,1'-binaphthyl | 649721-85-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: (R)-2,2'-bis(hexyloxy)-6,6'-divinyl-1,1'-binaphthyl
• 英文别名: 1,1'-Binaphthalene, 6,6'-diethenyl-2,2'-bis(hexyloxy)-；6-ethenyl-1-(6-ethenyl-2-hexoxynaphthalen-1-yl)-2-hexoxynaphthalene
• CAS: 649721-85-7
• 化学式: C₃₆H₄₂O₂
• 分子量: 506.728
• InChiKey: QGWIGGDTENDQCS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  12.2
• 重原子数：
  38
• 可旋转键数：
  15
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.33
• 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：

  甲基三苯基溴化膦 、 (R)-2,2'-bis(hexyloxy)-1,1'-binaphthyl-6,6'-dicarbaldehyde 在 potassium tert-butylate 作用下， 以 四氢呋喃 为溶剂， 以89%的产率得到(R)-2,2'-bis(hexyloxy)-6,6'-divinyl-1,1'-binaphthyl
  参考文献：
  名称：

  Polystyrene Resins Incorporating BINOL Units: New Materials For Asymmetric Catalysis

  摘要：

  The radical crosslinking polymerization of styrene with (R)-divinyl-BINOL derivatives results in the formation of reticulated polystyrene networks containing protected (R)-BINOL entities at each junction of the polystyrene chains, The generation of polystyrene-immobilized free (R)-BINOL was performed by cleaving the protecting ether groups under acidic conditions. The resulting materials containing optically active BINOL units were tested as chiral ligands in the enantio-selective addition of diethylzinc to benzaldehyde. The catalytic properties of the polymer gels were shown to be highly dependent on the degree of reticulation: in the best cases, the resins incorporating (R)-BINOL units showed activities and selectivities similar to those of molecular (R)-BINOL. ((C) Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003).

  DOI：

  10.1002/1099-0690(200301)2003:1<99::aid-ejoc99>3.0.co;2-q

文献信息

• Polystyrene Resins Incorporating BINOL Units: New Materials For Asymmetric Catalysis
  作者：Sonja Herres、Peter Hesemann、Joël J. E. Moreau

  DOI：10.1002/1099-0690(200301)2003:1<99::aid-ejoc99>3.0.co;2-q

  日期：2003.1

  The radical crosslinking polymerization of styrene with (R)-divinyl-BINOL derivatives results in the formation of reticulated polystyrene networks containing protected (R)-BINOL entities at each junction of the polystyrene chains, The generation of polystyrene-immobilized free (R)-BINOL was performed by cleaving the protecting ether groups under acidic conditions. The resulting materials containing optically active BINOL units were tested as chiral ligands in the enantio-selective addition of diethylzinc to benzaldehyde. The catalytic properties of the polymer gels were shown to be highly dependent on the degree of reticulation: in the best cases, the resins incorporating (R)-BINOL units showed activities and selectivities similar to those of molecular (R)-BINOL. ((C) Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003).