1-(4-methoxyphenyl)-3-(2-((2,3,4,5-tetrafluoro-6-iodophenyl)ethynyl)phenyl)prop-2-yn-1-ol | 1614262-00-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 1-(4-methoxyphenyl)-3-(2-((2,3,4,5-tetrafluoro-6-iodophenyl)ethynyl)phenyl)prop-2-yn-1-ol
• CAS: 1614262-00-8
• 化学式: C₂₄H₁₃F₄IO₂
• 分子量: 536.264
• InChiKey: SYRPWJUVBXRUDO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.34
• 重原子数：
  31.0
• 可旋转键数：
  2.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  29.46
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  1-(4-methoxyphenyl)-3-(2-((2,3,4,5-tetrafluoro-6-iodophenyl)ethynyl)phenyl)prop-2-yn-1-ol 在 pyridinium chlorochromate 作用下， 以 二氯甲烷 为溶剂， 反应 24.0h， 以0.054 g的产率得到1-(4-methoxyphenyl)-3-(2-((2,3,4,5-tetrafluoro-6-iodophenyl)-ethynyl)phenyl)prop-2-yn-1-one
  参考文献：
  名称：

  Intramolecular Halogen Bonding Supported by an Aryldiyne Linker

  摘要：

  Intramolecular halogen bonds between aryl halide donors and suitable acceptors, such as carbonyl or quinolinyl groups, held in proximity by 1,2-aryldiyne linkers, provide triangular structures in the solid state. Aryldiyne linkers provide a nearly ideal template for intramolecular halogen bonding as minor deviations from alkyne linearity can accommodate a variety of halogen bonding interactions, including O center dot center dot center dot Cl, O center dot center dot center dot Br, O center dot center dot center dot I, N center dot center dot center dot Br, and N center dot center dot center dot I. Halogen bond lengths for these units, observed by single crystal X-ray crystallography, range from 2.75 to 2.97 angstrom. Internal bond angles of the semirigid bridge between halogen bond donor and acceptor are responsive to changes in the identity of the halogen, the identity of the acceptor, and the electronic environment around the halogen, with the triangles retaining almost perfect co-planarity in even the most strained systems. Consistency between experimental results and structures predicted by M06-2X/6-31G* calculations demonstrates the this computational method for modeling halogen-bonded structures of this type. efficacy of

  DOI：

  10.1021/jo501015x
• 作为产物：
  描述：

  在 copper(l) iodide 、 四(三苯基膦)钯 、 四丁基氟化铵 、 三乙胺 作用下， 以 四氢呋喃 、 异丙醇 为溶剂， 反应 21.0h， 生成 1-(4-methoxyphenyl)-3-(2-((2,3,4,5-tetrafluoro-6-iodophenyl)ethynyl)phenyl)prop-2-yn-1-ol
  参考文献：
  名称：

  Intramolecular Halogen Bonding Supported by an Aryldiyne Linker

  摘要：

  Intramolecular halogen bonds between aryl halide donors and suitable acceptors, such as carbonyl or quinolinyl groups, held in proximity by 1,2-aryldiyne linkers, provide triangular structures in the solid state. Aryldiyne linkers provide a nearly ideal template for intramolecular halogen bonding as minor deviations from alkyne linearity can accommodate a variety of halogen bonding interactions, including O center dot center dot center dot Cl, O center dot center dot center dot Br, O center dot center dot center dot I, N center dot center dot center dot Br, and N center dot center dot center dot I. Halogen bond lengths for these units, observed by single crystal X-ray crystallography, range from 2.75 to 2.97 angstrom. Internal bond angles of the semirigid bridge between halogen bond donor and acceptor are responsive to changes in the identity of the halogen, the identity of the acceptor, and the electronic environment around the halogen, with the triangles retaining almost perfect co-planarity in even the most strained systems. Consistency between experimental results and structures predicted by M06-2X/6-31G* calculations demonstrates the this computational method for modeling halogen-bonded structures of this type. efficacy of

  DOI：

  10.1021/jo501015x