(S)-5-bromo-1,2,3-tris(3,7-dimethyloctyloxy)benzene | 695816-77-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: (S)-5-bromo-1,2,3-tris(3,7-dimethyloctyloxy)benzene
• 英文别名: 3,4,5-tri((3S)-3,7-dimethyl-1-octyloxy)bromobenzene
• CAS: 695816-77-4
• 化学式: C₃₆H₆₅BrO₃
• 分子量: 625.814
• InChiKey: HERCWKUSIHIPIB-CPCREDONSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  12.14
• 重原子数：
  40.0
• 可旋转键数：
  24.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  27.69
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  (S)-5-bromo-1,2,3-tris(3,7-dimethyloctyloxy)benzene 在 叔丁基锂 、 硼酸三甲酯 、 盐酸 作用下， 以 四氢呋喃 为溶剂， 反应 25.0h， 以65%的产率得到3,4,5-tri((3S)-3,7-dimethyl-1-octyloxy)phenyl boronic acid
  参考文献：
  名称：

  Discotic liquid crystalline materials for potential nonlinear optical applications: synthesis and liquid crystalline behavior of 1,3,5-triphenyl-2,4,6-triazine derivatives containing achiral and chiral alkyl chains at the periphery

  摘要：

  As a novel approach to nonlinear optical materials, new octupolar discotic liquid crystalline materials 1,3,5-triphenyl-2,4,6-triazine derivatives containing achiral alkyl chains (5a) and chiral alkyl chains (5b) at the periphery were synthesized. The former exhibits an ordered hexagonal columnar mesophase, whereas the latter displays a rectangular columnar mesophase. The negative exciton splitting observed in the CD spectrum of a thin film of 5b suggests that it has a left-handed helical structure within the column. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2003.11.085
• 作为产物：
  描述：

  2,6-二甲氧基苯酚 在 甲醇 、 N-溴代丁二酰亚胺(NBS) 、 三溴化硼 、 sodium hydride 、 potassium carbonate 、 potassium iodide 作用下， 以 二氯甲烷 、 氯仿 、 N,N-二甲基甲酰胺 为溶剂， 反应 48.0h， 生成 (S)-5-bromo-1,2,3-tris(3,7-dimethyloctyloxy)benzene
  参考文献：
  名称：

  Discotic liquid crystalline materials for potential nonlinear optical applications: synthesis and liquid crystalline behavior of 1,3,5-triphenyl-2,4,6-triazine derivatives containing achiral and chiral alkyl chains at the periphery

  摘要：

  As a novel approach to nonlinear optical materials, new octupolar discotic liquid crystalline materials 1,3,5-triphenyl-2,4,6-triazine derivatives containing achiral alkyl chains (5a) and chiral alkyl chains (5b) at the periphery were synthesized. The former exhibits an ordered hexagonal columnar mesophase, whereas the latter displays a rectangular columnar mesophase. The negative exciton splitting observed in the CD spectrum of a thin film of 5b suggests that it has a left-handed helical structure within the column. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2003.11.085

文献信息

• Chirality Induction by Formation of Assembled Structures Based on Anion-Responsive π-Conjugated Molecules
  作者：Hiromitsu Maeda、Wataru Hane、Yuya Bando、Yoshitaka Terashima、Yohei Haketa、Hiroshi Shibaguchi、Tsuyoshi Kawai、Masanobu Naito、Kazuto Takaishi、Masanobu Uchiyama、Atsuya Muranaka

  DOI：10.1002/chem.201301737

  日期：2013.11.25

  Anion‐responsive π‐conjugated compounds having chiral alkyl chains were synthesized. Circular dichroism (CD) and circularly polarized luminescence (CPL) were observed in the solution‐state assemblies of the chiral anion receptors and those of their anion complexes as salts of a planar triazatriangulenium cation. The CD and CPL spectral patterns of the ion‐pair‐based assemblies were completely opposite to those

  合成了具有手性烷基链的阴离子反应性π共轭化合物。在手性阴离子受体及其阴离子配合物的溶液状态组装体中，以平面三氮杂三氮鎓阳离子的盐形式观察到圆二色性（CD）和圆极化发光（CPL）。基于离子对的组件的CD和CPL谱图与不含阴离子的组件的CD和CPL谱图完全相反，这表明阴离子结合和随后的离子对改变了组件模式的手性。