3,5-bis[3,5-bis(octyloxy)phenylmethyloxy]benzyl alcohol | 188011-23-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 3,5-bis[3,5-bis(octyloxy)phenylmethyloxy]benzyl alcohol
• 英文别名: [3,5-Bis[(3,5-dioctoxyphenyl)methoxy]phenyl]methanol；[3,5-bis[(3,5-dioctoxyphenyl)methoxy]phenyl]methanol
• CAS: 188011-23-6
• 化学式: C₅₃H₈₄O₇
• 分子量: 833.246
• InChiKey: KTUQHJWXBVNRGQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  17.5
• 重原子数：
  60
• 可旋转键数：
  39
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.66
• 拓扑面积：
  75.6
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  3,5-bis[3,5-bis(octyloxy)phenylmethyloxy]benzyl alcohol 在 四溴化碳 、 三苯基膦 作用下， 以 四氢呋喃 为溶剂， 以79.4%的产率得到1-(Bromomethyl)-3,5-bis[(3,5-dioctoxyphenyl)methoxy]benzene
  参考文献：
  名称：

  通过在焦点处涉及手性区分的自组装方法构建 Janus 树枝状聚合物

  摘要：

  报道了一种通过异配型 Zn( II ) BOX 复合物的手性定向自组装构建 Janus 树枝状聚合物的策略。该方法允许原位定量合成 Janus 树枝状聚合物，无需纯化。Janus 树枝状聚合物的每个树枝状结构域都可以在焦点处拆卸后回收。

  DOI：

  10.1039/d1cc01973b
• 作为产物：
  描述：

  3,5-二羟基苯甲酸甲酯 在 lithium aluminium tetrahydride 、 18-冠醚-6 、 四溴化碳 、 potassium carbonate 、 三苯基膦 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 、 丙酮 为溶剂， 生成 3,5-bis[3,5-bis(octyloxy)phenylmethyloxy]benzyl alcohol
  参考文献：
  名称：

  通过在焦点处涉及手性区分的自组装方法构建 Janus 树枝状聚合物

  摘要：

  报道了一种通过异配型 Zn( II ) BOX 复合物的手性定向自组装构建 Janus 树枝状聚合物的策略。该方法允许原位定量合成 Janus 树枝状聚合物，无需纯化。Janus 树枝状聚合物的每个树枝状结构域都可以在焦点处拆卸后回收。

  DOI：

  10.1039/d1cc01973b

文献信息

• Octyl-Decorated Fréchet-Type Dendrons: A General Motif for Visualisation of Static and Dynamic Behaviour Using Scanning Tunnelling Microscopy?
  作者：Leo Merz、H.-J. Güntherodt、Lukas J. Scherer、Edwin C. Constable、Catherine E. Housecroft、Markus Neuburger、B. A. Hermann

  DOI：10.1002/chem.200400984

  日期：2005.4.8

  Very highly resolved scanning tunnelling microscopy images are observed at room temperature in air allowing the analysis of the conformation of the adsorbed molecules. These long-chain alkyl-decorated Frechet-type dendrons are a powerful assembly motif and initially form a pattern based on trimeric units, assembled into hexagonal host structures with a pseudo-unit cell of seven molecules, one of which

  提出了详细的STM研究吸附在石墨上的3,5-双[（3,5-双辛基氧基苯基）甲氧基]苯甲醛和3,5-双[（3,5-双辛基氧基苯基）甲氧基]苄醇的单分子层。在室温下在空气中观察到非常高分辨率的扫描隧道显微镜图像，从而可以分析吸附分子的构象。这些长链烷基装饰的Frechet型树突是强大的装配基序，最初形成基于三聚体单元的图案，装配成具有七个分子的伪单元细胞的六边形宿主结构，其中一个保持高度移动性。随着时间的流逝，超分子顺序从三聚体变为二聚体模式。讨论了由于吸附在树枝状分子表面而产生的手性。
• Conformational Analysis of Self-Organized Monolayers with Scanning Tunneling Microscopy at Near-Atomic Resolution
  作者：Lukas J. Scherer、Leo Merz、Edwin C. Constable、Catherine E. Housecroft、Markus Neuburger、B. A. Hermann

  DOI：10.1021/ja043638+

  日期：2005.3.1

  We describe the synthesis and a novel approach to the conformational analysis of 2,2'-bipyridines (bpy) bearing aromatic rich Frechet-type dendritic wedges of the first and second generation as substituents. The evaporation of solutions of these new ligands on graphite surfaces under ambient conditions results in the formation of self-organized monolayers. Scanning tunneling microscopy (STM) investigations

  我们描述了 2,2'-联吡啶 (bpy) 的构象分析的合成和新方法，其中含有第一代和第二代芳香族丰富的 Frechet 型树突楔作为取代基。在环境条件下，这些新配体在石墨表面上的溶液蒸发导致自组织单层的形成。在环境条件（空气，298 K）下对单层的扫描隧道显微镜 (STM) 研究给出了亚分子和近原子分辨率的图像。STM 图像的分析包括以下过程：(i) 潜在同构象域的识别和再现，(ii) 使用漂移和反馈伪影的质量标准排除不正确的数据，(iii) 编译运行平均值并检查平均伪影, (iv) 三维和等高线图的分析，(v) 自由分子的 HOMO 特性的计算，以及 (vi) 基于所有可访问信息的最终构象分配。按照这个程序，可以将两种不同的构象分配给在第一代 (G1) 和第二代 (G2) 树突状化合物的单层中观察到的域。并排观察同构象域。不同的构象源于醚取代基的顺式或反式排列。在用 HCl 气体处理 G1
• Dendritic TADDOLs: Synthesis, Characterization and Use in the Catalytic Enantioselective Addition of Et2Zn to Benzaldehyde
  作者：P. Beat Rheiner、Dieter Seebach

  DOI：10.1002/(sici)1521-3765(19991105)5:11<3221::aid-chem3221>3.0.co;2-p

  日期：1999.11.5

  The versatile chiral ligand for polar metal centers, TADDOL ((R,R)alpha,alpha,alpha',alpha'-tetraaryl-1,3-dioxolane-4,5-di-methanol), has been incorporated as core building block into dendrimers by way of benzylation of a fourfold phenolic derivative (hexol 2) with Frechet-type branches of up to fourth generation. These carry either benzyl (3-7) or octyl groups (33 -35) at the periphery, or they contain chiral branching units (18 - 20, 36), derived from (R)- or (S)-3-hydroxybutanoic acid. The dendritic compounds of molecular weight up to 13626 have been fully characterized, including by MALDI-TOF mass spectrometry, NMR spectroscopy, and optical activity measurements; one of the branch precursors with four octyl groups crystallized in an intriguing packing pattern. From the spectra and from the specific and molar optical rotations, there was no indication for the formation of chiral secondary structures of up to the third generation. The new TADDOLs were converted to Ti TADDOLates, which were employed as catalysts for the addition of Et2Zn to PhCHO. The stereoselectivities and the reaction rates observed with the novel catalysts were compared with those of the simple Ti TADDOLate: up to the second generation there was no detectable decrease of selectivity (= 98:2), and the rates hardly decreased up to the third generation; also, enantiomeric branches caused no change of stereoselectivity within experimental error. Thus, there may be applications for the special properties (such as high molecular weight, good solubility, spacing of central site from cross-linked polymer matrix) of dendritically modified chiral catalyst ligands.
• Construction of Janus dendrimers through a self-assembly approach involving chiral discrimination at a focal point
  作者：John Zhou、Ashley M. Cole、Elizabeth M. Menuey、Kathleen V. Kilway、Shin A. Moteki

  DOI：10.1039/d1cc01973b

  日期：——

  A strategy to build Janus dendrimers via the chirality-directed self-assembly of heteroleptic Zn(II) BOX complexes is reported. The method allows quantitative synthesis of Janus dendrimers in situ without the need for purifications. Each dendritic domain of the Janus dendrimers can be recycled upon disassembly at the focal point.

  报道了一种通过异配型 Zn( II ) BOX 复合物的手性定向自组装构建 Janus 树枝状聚合物的策略。该方法允许原位定量合成 Janus 树枝状聚合物，无需纯化。Janus 树枝状聚合物的每个树枝状结构域都可以在焦点处拆卸后回收。