2-[1,3-Bis(4-bromophenyl)propan-2-yl]-2-methylpropane-1,3-diol | 1595262-48-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-[1,3-Bis(4-bromophenyl)propan-2-yl]-2-methylpropane-1,3-diol
• CAS: 1595262-48-8
• 化学式: C₁₉H₂₂Br₂O₂
• 分子量: 442.19
• InChiKey: MUPIFRJLYFIAIB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  23
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.37
• 拓扑面积：
  40.5
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-[1,3-Bis(4-bromophenyl)propan-2-yl]-2-methylpropane-1,3-diol 在 二异丁基氢化铝 、 对甲苯磺酸 作用下， 以 氯仿 、 甲苯 为溶剂， 生成 4-(4-Bromophenyl)-3-[(4-bromophenyl)methyl]-2-(hexoxymethyl)-2-methylbutan-1-ol
  参考文献：
  名称：

  Design and synthesis of 2-(1,3-dialkoxy-2-methylpropan-2-yl)-1,3-diarylpropanes as tethering units for folded H-stacking polymers

  摘要：

  1,3-Diarylpropenes 9 having a 1,3-dialkoxy-2-methylpropan-2-yl group were designed as tethering monomers for folded H-stacking polymers, and were readily synthesized from 2-ethoxymethylidene malonate in four- or five-steps, including a facile sequential addition-elimination-addition reaction of benzyl zinc reagents. The preference for the closed (stacked) conformation in the resulting 2-substituted 1,3-diarylpropanes 9 was evaluated using MM2 calculations, H-1 NMR analyses, and fluorescence measurements. Copolymerization of the resulting monomers 9 with compounds containing pi-units provided polymers with blue-shifted UV-absorptions both in solution and as films, compared with that of a model compound containing a single pi-unit. This optical property is unique to H-aggregated pi-units. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2014.03.020
• 作为产物：
  描述：

  对溴溴苄 在 lithium aluminium tetrahydride 、 sodium hydride 、 锌 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 生成 2-[1,3-Bis(4-bromophenyl)propan-2-yl]-2-methylpropane-1,3-diol
  参考文献：
  名称：

  Design and synthesis of 2-(1,3-dialkoxy-2-methylpropan-2-yl)-1,3-diarylpropanes as tethering units for folded H-stacking polymers

  摘要：

  1,3-Diarylpropenes 9 having a 1,3-dialkoxy-2-methylpropan-2-yl group were designed as tethering monomers for folded H-stacking polymers, and were readily synthesized from 2-ethoxymethylidene malonate in four- or five-steps, including a facile sequential addition-elimination-addition reaction of benzyl zinc reagents. The preference for the closed (stacked) conformation in the resulting 2-substituted 1,3-diarylpropanes 9 was evaluated using MM2 calculations, H-1 NMR analyses, and fluorescence measurements. Copolymerization of the resulting monomers 9 with compounds containing pi-units provided polymers with blue-shifted UV-absorptions both in solution and as films, compared with that of a model compound containing a single pi-unit. This optical property is unique to H-aggregated pi-units. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2014.03.020

文献信息

• Synthesis of folded H-stacking skipped π polymers consisting of different 2-substituted trimethylene tethering units and their optical and conductive property
  作者：Sentaro Okamoto、Yusuke Naito、Ryosuke Nomura

  DOI：10.1016/j.polymer.2021.124037

  日期：2021.9

  A series of polymers P1–P4 ([–CH2CH(Z)CH2–(π conjugated unit)–]n, where Z = a bulky substituent) were synthesized via the Suzuki–Miyaura coupling polymerization and predominantly existed in their folded H-stacking form in the solution and film, which was evidenced by ultraviolet absorption, fluorescent behavior, and X-ray diffraction analysis. The morphology of the polymers in the solid states was

  通过Suzuki-Miyaura 偶联聚合合成了一系列聚合物P1 – P4（[–CH 2 CH(Z)CH 2 –(π 共轭单元)–] n，其中 Z = 一个庞大的取代基）并主要存在于它们的折叠状态溶液和薄膜中的氢堆积形式，这可以通过紫外线吸收、荧光行为和 X 射线衍射分析来证明。固态聚合物的形态取决于存在的 Z 基团的结构。P1 – P4的导电性质在仅空穴设备上得到初步证明。此外，对于P1观察到类似的起始电压– P3，它们都包含相同的 π 单位；然而，它们的电流-电压特性高度依赖于 Z 结构。P4包含交叉共轭的 π 单元，表现出相对较高的电导率和较低的起始要求。