(S)-1-(2-{4-[2-((S)-2-Hydroxy-4-methyl-pentyloxy)-ethoxy]-phenoxy}-ethoxy)-4-methyl-pentan-2-ol | 201657-63-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: (S)-1-(2-{4-[2-((S)-2-Hydroxy-4-methyl-pentyloxy)-ethoxy]-phenoxy}-ethoxy)-4-methyl-pentan-2-ol
• CAS: 201657-63-8
• 化学式: C₂₂H₃₈O₆
• 分子量: 398.54
• InChiKey: VZSFUSLBSPHXML-PMACEKPBSA-N

反应信息

• 作为反应物：
  描述：

  (S)-1-(2-{4-[2-((S)-2-Hydroxy-4-methyl-pentyloxy)-ethoxy]-phenoxy}-ethoxy)-4-methyl-pentan-2-ol 在 potassium tert-butylate 、 氢溴酸 作用下， 以 二氯甲烷 为溶剂， 反应 1.5h， 生成 [(S)-1-(2-{4-[2-((S)-2-Carboxymethoxy-4-methyl-pentyloxy)-ethoxy]-phenoxy}-ethoxymethyl)-3-methyl-butoxy]-acetic acid
  参考文献：
  名称：

  Constitutionally Asymmetric and Chiral [2]Pseudorotaxanes¹

  摘要：

  The self-assembly and characterization of a range of chiral pseudorotaxanes has been explored using chiroptical methods. The syntheses of (i) constitutionally asymmetric acyclic hydroquinone-containing polyethers and (ii) optically active hydroquinone-containing acyclic polyethers, bearing pairs of methyl or isobutyl groups related to each other in a C-2-symmetric manner within the polyether backbone, are described. The combination of (i) the tetracationic cyclophane cyclobis(paraquat-p-phenylene) tetrakis(hexafluorophosphate), possessing a pi-electron deficient cavity, and (ii) the linear noncentrosymmetric acyclic polyethers produces [2]pseudorotaxanes that have been characterized by H-1 NMR, UV/vis and circular dichroism (CD) spectroscopies in solution and by X-ray crystallography in the solid state. The introduction of constitutional asymmetry or chirality gives rise to a number of different geometries for the [2]pseudorotaxanes in both the solution and solid states. in particular, CD-spectroscopic measurements on the optically active [2]pseudorotaxanes have shown that-depending on the positions of the C-2 symmetrically related chiral centers in the polyether chains with respect to the hydroquinone rings-the chirality present in the pi-electron rich threadrike guest can induce chirality that is associated with the supramolecular structure as a whole, resulting in a chiral charge-transfer transition involving not only the pi-donors in the chiral guests but also the pi-acceptors in the achiral host.

  DOI：

  10.1021/ja970018i
• 作为产物：
  描述：

  在 对甲苯磺酸 作用下， 以 甲醇 为溶剂， 反应 1.0h， 生成 (S)-1-(2-{4-[2-((S)-2-Hydroxy-4-methyl-pentyloxy)-ethoxy]-phenoxy}-ethoxy)-4-methyl-pentan-2-ol
  参考文献：
  名称：

  Constitutionally Asymmetric and Chiral [2]Pseudorotaxanes¹

  摘要：

  The self-assembly and characterization of a range of chiral pseudorotaxanes has been explored using chiroptical methods. The syntheses of (i) constitutionally asymmetric acyclic hydroquinone-containing polyethers and (ii) optically active hydroquinone-containing acyclic polyethers, bearing pairs of methyl or isobutyl groups related to each other in a C-2-symmetric manner within the polyether backbone, are described. The combination of (i) the tetracationic cyclophane cyclobis(paraquat-p-phenylene) tetrakis(hexafluorophosphate), possessing a pi-electron deficient cavity, and (ii) the linear noncentrosymmetric acyclic polyethers produces [2]pseudorotaxanes that have been characterized by H-1 NMR, UV/vis and circular dichroism (CD) spectroscopies in solution and by X-ray crystallography in the solid state. The introduction of constitutional asymmetry or chirality gives rise to a number of different geometries for the [2]pseudorotaxanes in both the solution and solid states. in particular, CD-spectroscopic measurements on the optically active [2]pseudorotaxanes have shown that-depending on the positions of the C-2 symmetrically related chiral centers in the polyether chains with respect to the hydroquinone rings-the chirality present in the pi-electron rich threadrike guest can induce chirality that is associated with the supramolecular structure as a whole, resulting in a chiral charge-transfer transition involving not only the pi-donors in the chiral guests but also the pi-acceptors in the achiral host.

  DOI：

  10.1021/ja970018i