(R)-2,2'-bis(methoxy)-3,3'-divinyl-1,1'-binaphthyl | 501422-42-0

• 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(methoxy)-3,3'-divinyl-1,1'-binaphthyl
• 英文别名: 3-Ethenyl-1-(3-ethenyl-2-methoxynaphthalen-1-yl)-2-methoxynaphthalene
• CAS: 501422-42-0
• 化学式: C₂₆H₂₂O₂
• 分子量: 366.459
• InChiKey: DDSUSIHLRKHBGK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.5
• 重原子数：
  28
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.08
• 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(methoxy)-1,1'-binaphthyl-3,3'-dicarbaldehyde 在 potassium tert-butylate 作用下， 以 四氢呋喃 为溶剂， 以66%的产率得到(R)-2,2'-bis(methoxy)-3,3'-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).