3-(2-((2-chloro-5-(trifluoromethyl)phenyl)ethynyl)phenyl)-1-(4-methoxyphenyl)prop-2-yn-1-one | 1614262-05-3

• 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: 3-(2-((2-chloro-5-(trifluoromethyl)phenyl)ethynyl)phenyl)-1-(4-methoxyphenyl)prop-2-yn-1-one
• 英文别名: 3-[2-[2-[2-Chloro-5-(trifluoromethyl)phenyl]ethynyl]phenyl]-1-(4-methoxyphenyl)prop-2-yn-1-one；3-[2-[2-[2-chloro-5-(trifluoromethyl)phenyl]ethynyl]phenyl]-1-(4-methoxyphenyl)prop-2-yn-1-one
• CAS: 1614262-05-3
• 化学式: C₂₅H₁₄ClF₃O₂
• 分子量: 438.833
• InChiKey: JJTVYBIHMBIQLD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.4
• 重原子数：
  31
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  1'-羟基-2',3'-去氢草蒿脑 在 copper(l) iodide 、 四(三苯基膦)钯 、 四丁基氟化铵 、 三乙胺 、 pyridinium chlorochromate 作用下， 以 四氢呋喃 、 二氯甲烷 、 异丙醇 为溶剂， 反应 83.0h， 生成 3-(2-((2-chloro-5-(trifluoromethyl)phenyl)ethynyl)phenyl)-1-(4-methoxyphenyl)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

文献信息

• Intramolecular Halogen Bonding Supported by an Aryldiyne Linker
  作者：Danielle L. Widner、Qianwei R. Knauf、Mark T. Merucci、Thomas R. Fritz、Jon S. Sauer、Erin D. Speetzen、Eric Bosch、Nathan P. Bowling

  DOI：10.1021/jo501015x

  日期：2014.7.3

  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