2,8-双(氯甲基)二苯并呋喃 | 40011-35-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并呋喃
• 中文名称: 2,8-双(氯甲基)二苯并呋喃
• 英文名称: Dibenzofuran, 2,8-bis(chloromethyl)-
• 英文别名: 2,8-bis(chloromethyl)dibenzofuran
• CAS: 40011-35-6
• 化学式: C₁₄H₁₀Cl₂O
• 分子量: 265.139
• InChiKey: QOHVOQHBBYXLMP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  13.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2,8-双(氯甲基)二苯并呋喃 在 ammonium hexafluorophosphate 、 1,5-bis[2-(2-hydroxyethoxy)ethoxy]naphthalene 、 sodium iodide 作用下， 以 水 、 乙腈 为溶剂， 反应 405.0h， 生成
  参考文献：
  名称：

  Molecular and Supramolecular Synthesis with Dibenzofuran-Containing Systems

  摘要：

  AbstractThe template‐directed syntheses of two new tetracationic cyclophanes, cyclobis(paraquat‐2,8‐dibenzofuran) and cyclobis(paraquat‐3,7‐dibenzofuran), incorporating dibenzofuran subunits has been accomplished. Initially, the cyclophanes were self‐assembled around a macrocyclic polyether template, bis‐p‐phenylene[34]crown‐10 (BPP34C10), to form catenanes: the mechanical bond order of the catenane formed determined the requisite “amacrocyclic” templates for synthesis of the free cyclophane. X‐ray crystallography shows that both of the cyclophanes possess rectangular covalent frameworks. Furthermore, these cyclophanes form self‐assembled tapes in the solid state, since the dibenzofuran moieties have a tendency to associate with each other through crossed ∞–∞ stacks. The dibenzofuran‐containing catenanes also form two‐dimensional supramolecular arrays in the solid state on account of extended ∞–∞ stacking interactions. In addition, the serendipitous discovery of a plerotopic tecton (consisting of a dibenzofuran nucleus covalently linked from the 2‐ and 8‐positions by methylene groups to 4,4′‐pyridylpyridinium (hydrogen bond acceptor) and protonated bipyridinium (hydrogen bond donor) units) has been made. The tecton dimerizes in the solid state to form a supramolecular macrocycle, since its complementary hydrogen bonding sites are oriented in a horseshoelike fashion by the 2,8‐disubstituted dibenzofuran unit. However, this superstructure is not retained in the 1:1 complex of the tecton with BPP34C10: cocrystallization of the tecton with this crown ether opens the macrocyclic two‐component supermolecule to afford a hydrogen‐bonded pseudopolyrotaxane.

  DOI：

  10.1002/chem.19970030720
• 作为产物：
  描述：

  聚合甲醛 、 二苯并呋喃 在 盐酸 、 磷酸 作用下， 生成 2,8-双(氯甲基)二苯并呋喃
  参考文献：
  名称：

  Molecular and Supramolecular Synthesis with Dibenzofuran-Containing Systems

  摘要：

  AbstractThe template‐directed syntheses of two new tetracationic cyclophanes, cyclobis(paraquat‐2,8‐dibenzofuran) and cyclobis(paraquat‐3,7‐dibenzofuran), incorporating dibenzofuran subunits has been accomplished. Initially, the cyclophanes were self‐assembled around a macrocyclic polyether template, bis‐p‐phenylene[34]crown‐10 (BPP34C10), to form catenanes: the mechanical bond order of the catenane formed determined the requisite “amacrocyclic” templates for synthesis of the free cyclophane. X‐ray crystallography shows that both of the cyclophanes possess rectangular covalent frameworks. Furthermore, these cyclophanes form self‐assembled tapes in the solid state, since the dibenzofuran moieties have a tendency to associate with each other through crossed ∞–∞ stacks. The dibenzofuran‐containing catenanes also form two‐dimensional supramolecular arrays in the solid state on account of extended ∞–∞ stacking interactions. In addition, the serendipitous discovery of a plerotopic tecton (consisting of a dibenzofuran nucleus covalently linked from the 2‐ and 8‐positions by methylene groups to 4,4′‐pyridylpyridinium (hydrogen bond acceptor) and protonated bipyridinium (hydrogen bond donor) units) has been made. The tecton dimerizes in the solid state to form a supramolecular macrocycle, since its complementary hydrogen bonding sites are oriented in a horseshoelike fashion by the 2,8‐disubstituted dibenzofuran unit. However, this superstructure is not retained in the 1:1 complex of the tecton with BPP34C10: cocrystallization of the tecton with this crown ether opens the macrocyclic two‐component supermolecule to afford a hydrogen‐bonded pseudopolyrotaxane.

  DOI：

  10.1002/chem.19970030720

文献信息

• JANCZEWSKI, M.;GOS, L.;AMANOWICZ, K., ANN. UMCS, 1979, 34, 127-139
  作者：JANCZEWSKI, M.、GOS, L.、AMANOWICZ, K.

  DOI：——

  日期：——