2,2'-dihydroxy-1,1'-binaphthyl-6,6'-bis(vinylphosphonic acid) | 774599-70-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 2,2'-dihydroxy-1,1'-binaphthyl-6,6'-bis(vinylphosphonic acid)
• 英文别名: [(E)-2-[6-hydroxy-5-[2-hydroxy-6-[(E)-2-phosphonoethenyl]naphthalen-1-yl]naphthalen-2-yl]ethenyl]phosphonic acid
• CAS: 774599-70-1
• 化学式: C₂₄H₂₀O₈P₂
• 分子量: 498.366
• InChiKey: RKCVUFGIGIVBDM-WGDLNXRISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  34
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  168
• 氢给体数：
  6
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  锆酸四丁酯 、 2,2'-dihydroxy-1,1'-binaphthyl-6,6'-bis(vinylphosphonic acid) 以 正丁醇 为溶剂， 以90%的产率得到zirconium(IV) 2,2'-dihydroxy-1,1'-binaphthyl-6,6'-bis(vinylphosphonate) pentahydrate
  参考文献：
  名称：

  Molecular building block approaches to chiral porous zirconium phosphonates for asymmetric catalysis

  摘要：

  Porous zirconium phosphonates containing chiral dihydroxy functionalities have been synthesized via a building block approach. Enantiopure atropisomeric bisphosphonic acids of various lengths, L-1-L-3, were first synthesized starting from 1,1'-bi-2-naphthol (BINOL) in multi-step sequences. Amorphous chiral porous zirconium phosphonates were then obtained by refluxing BINOL-derived bisphosphonic acids with Zr((OBu)-Bu-n)(4) in n-BuOH, and have been characterized by powder X-ray diffraction, solid-state CP-MAS P-31 NMR, IR, TGA, adsorption measurements, circular dichroism spectroscopy, and microanalyses. These zirconium phosphonates have empirical formulae of (Zr-L1-3).xH(2)O (X = 4 or 5), and exhibit BET surface areas ranging from 431 to 586 m(2)/g. In combination with Ti((OPr)-Pr-i)(4), these zirconium phosphonates have been used to heterogeneously catalyze the additions of diethylzinc to a wide range of aromatic aldehydes with high conversions and e.e. of up to 72%. This work represents a novel approach towards heterogeneous asymmetric catalysis. The tunability of such a molecular building block approach promises to lead to practically useful heterogeneous asymmetric catalytic processes. (C) 2004 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molcata.2004.01.022