[4'-((R)-1-methylheptyloxycarbonyl)-1,1'-biphenyl-4-yl] 4''''-[5-[{4''-((R)-1-methylheptyloxycarbonyl)-1'',1'''-biphenyl-4'''-yl}oxycarbonyl]heptyloxy]benzoate

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 缩酚酸和缩酚酸环醚类
• 英文名称: [4'-((R)-1-methylheptyloxycarbonyl)-1,1'-biphenyl-4-yl] 4''''-[5-[{4''-((R)-1-methylheptyloxycarbonyl)-1'',1'''-biphenyl-4'''-yl}oxycarbonyl]heptyloxy]benzoate
• 英文别名: [(2R)-octan-2-yl] 4-[4-[8-[4-[4-[4-[(2R)-octan-2-yl]oxycarbonylphenyl]phenoxy]carbonylphenoxy]octanoyloxy]phenyl]benzoate
• 化学式: C₅₇H₆₈O₉
• 分子量: 897.162
• InChiKey: ZEBYCVJGCIVIDR-OCQXTOTRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  16.4
• 重原子数：
  66
• 可旋转键数：
  32
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  114
• 氢给体数：
  0
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  8-溴辛酸 在 4-二甲氨基吡啶 、 sodium hydroxide 、 N,N'-二环己基碳二亚胺 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 生成 [4'-((R)-1-methylheptyloxycarbonyl)-1,1'-biphenyl-4-yl] 4''''-[5-[{4''-((R)-1-methylheptyloxycarbonyl)-1'',1'''-biphenyl-4'''-yl}oxycarbonyl]heptyloxy]benzoate
  参考文献：
  名称：

  Novel non-symmetric chiral twin liquid crystals possessing two identical chiral moieties at both peripheral ends: highly chirality-sensitive phases appeared between smectic and isotropic liquid phases

  摘要：

  提出了一种制备非对称手性孪晶液晶的新策略，即把两个相同的手性分子设计在外围两端，通过非对称的中心连接结构引入非对称特性。因此，光学活性手性非对称孪晶同系物[4′-（1-甲基庚氧羰基）-1,1′-联苯-4-基] 4″″-[ω-[{4″-(1- 甲基庚氧羰基)-1″、1″′-联苯-4″′-基}氧羰基]烷氧基]苯甲酸酯，发现它们呈现出反铁电性、铁电性和铁电性。此外，在铁电相和各向同性液相之间还观察到另外两种相。在偏振光显微镜下，低温相在均匀排列和假各向同性排列的薄样品中均呈光学各向同性，而高温相则呈现马赛克纹理。这两种反常相都具有层状结构，层间距小于平滑相。这些相的稳定性对光学活性相当敏感。随着光学纯度的降低，这些相消失了，但却观察到了扭曲晶界相。(S,S)- 和 (R,R)- 异构体的 1 ∶ 1 混合物只显示出光滑 A 相，而不是这些异常相。

  DOI：

  10.1039/b201061e

文献信息

• Novel non-symmetric chiral twin liquid crystals possessing two identical chiral moieties at both peripheral ends: highly chirality-sensitive phases appeared between smectic and isotropic liquid phases
  作者：Isa Nishiyama、Jun Yamamoto、John W. Goodby、Hiroshi Yokoyama

  DOI：10.1039/b201061e

  日期：2002.5.22

  A novel strategy for preparing non-symmetric chiral twin liquid crystals was proposed, where two identical chiral moieties were designed to be located at both peripheral ends and the non-symmetric character was introduced by the non-symmetric central connecting structure. Thus, optically active chiral non-symmetric twin homologues, [4′-(1-methylheptyloxycarbonyl)-1,1′-biphenyl-4-yl] 4″″-[ω-[4″-(1-methylheptyloxycarbonyl)-1″,1″′-biphenyl-4″′-yl}oxycarbonyl]alkyloxy]benzoate, were prepared, which were found to exhibit the antiferro-, ferri-, and ferroelectric phases. Furthermore, two more phases were observed between the ferroelectric and isotropic liquid phases. The lower-temperature phase was optically isotropic under the polarized light microscopy for both of the homogeneously and pseudo-homeotropically aligned thin samples, whereas the high-temperature phase showed a mosaic texture. Both of these anomalous phases were found to have a layered structure with a smaller layer spacing than the smectic phase. The stability of these phases was quite sensitive to the optical activity. With reduction of the optical purity, these phases disappeared but the Twist Grain Boundary phase was observed. A 1 ∶ 1 mixture of (S,S)- and (R,R)-isomers just showed the smectic A phase instead of these anomalous phases.

  提出了一种制备非对称手性孪晶液晶的新策略，即把两个相同的手性分子设计在外围两端，通过非对称的中心连接结构引入非对称特性。因此，光学活性手性非对称孪晶同系物[4′-（1-甲基庚氧羰基）-1,1′-联苯-4-基] 4″″-[ω-[4″-(1- 甲基庚氧羰基)-1″、1″′-联苯-4″′-基}氧羰基]烷氧基]苯甲酸酯，发现它们呈现出反铁电性、铁电性和铁电性。此外，在铁电相和各向同性液相之间还观察到另外两种相。在偏振光显微镜下，低温相在均匀排列和假各向同性排列的薄样品中均呈光学各向同性，而高温相则呈现马赛克纹理。这两种反常相都具有层状结构，层间距小于平滑相。这些相的稳定性对光学活性相当敏感。随着光学纯度的降低，这些相消失了，但却观察到了扭曲晶界相。(S,S)- 和 (R,R)- 异构体的 1 ∶ 1 混合物只显示出光滑 A 相，而不是这些异常相。