1,3,5-tris(3,4-dimethoxybenzyl)benzene | 1393084-21-3

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二芳基庚烷
• 英文名称: 1,3,5-tris(3,4-dimethoxybenzyl)benzene
• 英文别名: 1,3,5-Tris[(3,4-dimethoxyphenyl)methyl]benzene；1,3,5-tris[(3,4-dimethoxyphenyl)methyl]benzene
• CAS: 1393084-21-3
• 化学式: C₃₃H₃₆O₆
• 分子量: 528.645
• InChiKey: HBMNRHWHAHVIHW-UHFFFAOYSA-N

物化性质

• 沸点：
  633.7±50.0 °C(Predicted)
• 密度：
  1.120±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  7.5
• 重原子数：
  39
• 可旋转键数：
  12
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  55.4
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  1,3,5-tris(3,4-dimethoxybenzyl)benzene 在 三溴化硼 作用下， 以 二氯甲烷 为溶剂， 以90%的产率得到4-[[3,5-Bis[(3,4-dihydroxyphenyl)methyl]phenyl]methyl]benzene-1,2-diol
  参考文献：
  名称：

  通过配体连接性 调整超分子M 4 L 4四面体的大小†

  摘要：

  三角三儿茶酚配体以容易的反应顺序制备。邻苯二酚单元通过其3或4位与三角骨架相连。与钛（IV）离子一起，配体形成金属超分子的M 4 L 4四面体，其特征在于ESI MS和质子NMR。量子化学计算表明，在3位邻苯二酚处的连接性导致高度缩合的结构，而在4位邻苯二酚的连接提供了提供巨大内部空腔的容器分子。

  DOI：

  10.1039/c2dt30888f
• 作为产物：
  描述：

  1,3,5-三(溴甲基)苯 、 3,4-二甲氧基苯硼酸 在 四(三苯基膦)钯 、 sodium carbonate 作用下， 以 四氢呋喃 为溶剂， 生成 1,3,5-tris(3,4-dimethoxybenzyl)benzene
  参考文献：
  名称：

  冠冕修饰的过甲基-小β-环糊精和卟啉之间的有效能量转移，用于光诱导的DNA裂解。

  摘要：

  通过在水中偶合四苯基卟啉四磺酸四钠与六-催化剂-六苯并二氢呋喃改性的过甲基-[小β-环糊精]非共价络合，构建了一种新型的超分子组装体，表现出高效的激发能转移行为和有希望的DNA光裂解。

  DOI：

  10.1039/c7cc00736a

文献信息

• Efficient energy transfer between coronene-modified permethyl-β-cyclodextrins and porphyrin for light induced DNA cleavage
  作者：Jie Yu、Ying-Ming Zhang、Pei-Yu Li、Yu Liu

  DOI：10.1039/c7cc00736a

  日期：——

  hexa-cata-hexabenzocoronene modified permethyl-[small beta]-cyclodextrins with tetrasodium tetraphenylporphyrintetrasulfonate in water, exhibiting highly efficient excited energy transfer behaviors and promising DNA photocleavage...

  通过在水中偶合四苯基卟啉四磺酸四钠与六-催化剂-六苯并二氢呋喃改性的过甲基-[小β-环糊精]非共价络合，构建了一种新型的超分子组装体，表现出高效的激发能转移行为和有希望的DNA光裂解。
• A Polyaromatic Nano-nest for Hosting Fullerenes C₆₀ and C₇₀
  作者：Yihui Yang、Kunmu Cheng、Yao Lu、Dandan Ma、Donghui Shi、Yixun Sun、Mingyu Yang、Jing Li、Junfa Wei

  DOI：10.1021/acs.orglett.8b00306

  日期：2018.4.20

  covalent self-assembly strategy. The triptyceno subunits form a nanosized nest on one side of the aromatic plane with space-matching fullerenes such as C60 and C70 to afford shape-complementary supramolecular complexes. The formation of the complexes in solution was confirmed by 1H NMR and fluorescence titration. Four complexes with C60 or C70 were obtained and studied by single-crystal X-ray diffraction

  使用共价自组装策略合成了“ Janus”型六催化-六苯并二氢呋喃，其中三个三烯丙基亚单位对称地融合在二苯并呋喃的外围。三萜烯亚基与空间匹配的富勒烯（例如C 60和C 70）在芳族平面的一侧形成纳米级的巢状结构，以提供形状互补的超分子复合物。通过1 H NMR和荧光滴定确认了溶液中络合物的形成。具有C 60或C 70的四个配合物获得并通过单晶X射线衍射分析进行研究。在晶体结构中，主体显示出适当的可调谐性，以根据客体的形状调节其构象。配合物的不同化学计量比和各种堆积模式表明，这种非平面的多芳族主体与富勒烯配合时具有多样性。
• Facile Bottom-Up Synthesis of Coronene-based 3-Fold Symmetrical and Highly Substituted Nanographenes from Simple Aromatics
  作者：Qiang Zhang、Hanqing Peng、Guishan Zhang、Qiongqiong Lu、Jian Chang、Yeye Dong、Xianying Shi、Junfa Wei

  DOI：10.1021/ja413018f

  日期：2014.4.2

  A facile and efficient self-sorting assemble (CSA) strategy has been paved for bottom-up construction of the 3-fold symmetrical and highly substituted hexa-cata-hexabenzocoronenes (c-HBCs), the trithieno analogues, and larger disc-shaped PAHs from simple chemicals using benzylic carbons as tenon joints and a novel FeCl3-mediated AAA process as a key step. The structures of the as-prepared c-HBCs and related NGs were clearly identified by spectral analyses and X-ray crystallographic studies. Moreover, these can be envisaged to serve as new launching platforms for the construction of larger and more complex g-conjugated molecules and supramolecular architectures because of the modifiable and symmetrical decorations.
• Supramolecular Assembly of Coronene Derivatives for Drug Delivery
  作者：Jie Yu、Yong Chen、Yu-Hui Zhang、Xun Xu、Yu Liu

  DOI：10.1021/acs.orglett.6b02183

  日期：2016.9.16

  Possessing a small size and C-3-symmetrical rigid backbone, a coronene derivative was synthesized from beta-cyclodextrins and hexa-cata-hexabenzocoronene, and then a water-soluble and biocompatible nanographene/polysaccharide supramolecular assembly was successfully fabricated through noncovalent interactions between adamantly grafted hyaluronic acids and beta-cyclodextrin-modified hexa-cata-hexabenzocoronene. Moreover, the ternary supramolecular assembly showed not only a fluorescence imaging ability toward cancer cells but also good anticancer activity and low toxicity.
• Tuning the size of supramolecular M4L4 tetrahedra by ligand connectivity
  作者：Markus Albrecht、Yuli Shang、Kensuke Hasui、Verena Gossen、Gerhard Raabe、Kazukuni Tahara、Yoshito Tobe

  DOI：10.1039/c2dt30888f

  日期：——

  Triangular triscatechol ligands are prepared in facile reaction sequences. The catechol units are either bound to the triangular backbone through their 3- or 4-position. With titanium(IV) ions, the ligands form metallosupramolecular M4L4 tetrahedra which are characterized by ESI MS and proton NMR. Quantum-chemical calculations reveal that connectivity at the catechol in the 3-position results in highly

  三角三儿茶酚配体以容易的反应顺序制备。邻苯二酚单元通过其3或4位与三角骨架相连。与钛（IV）离子一起，配体形成金属超分子的M 4 L 4四面体，其特征在于ESI MS和质子NMR。量子化学计算表明，在3位邻苯二酚处的连接性导致高度缩合的结构，而在4位邻苯二酚的连接提供了提供巨大内部空腔的容器分子。