2-cyano-5,8,11,14,17-penta(3,7-dimethyloctyl)-hexa-peri-hexabenzocoronene | 1018068-57-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 芘
• 英文名称: 2-cyano-5,8,11,14,17-penta(3,7-dimethyloctyl)-hexa-peri-hexabenzocoronene
• 英文别名: 11,20,25,34,39-Pentakis(3,7-dimethyloctyl)tridecacyclo[28.12.0.02,15.03,8.04,41.09,14.013,18.016,29.017,22.023,28.027,32.031,36.037,42]dotetraconta-1,3,5,7,9,11,13,15,17(22),18,20,23,25,27(32),28,30,33,35,37(42),38,40-henicosaene-6-carbonitrile；11,20,25,34,39-pentakis(3,7-dimethyloctyl)tridecacyclo[28.12.0.02,15.03,8.04,41.09,14.013,18.016,29.017,22.023,28.027,32.031,36.037,42]dotetraconta-1,3,5,7,9,11,13,15,17(22),18,20,23,25,27(32),28,30,33,35,37(42),38,40-henicosaene-6-carbonitrile
• CAS: 1018068-57-9
• 化学式: C₉₃H₁₁₇N
• 分子量: 1248.96
• InChiKey: GMAHAIRPOXHTPY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  34.5
• 重原子数：
  94
• 可旋转键数：
  35
• 环数：
  13.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  23.8
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  氰化亚铜 、 2-bromo-5,8,11,14,17-penta(3,7-dimethyloctanyl)-hexa-peri-hexabenzocoronene 在 四(三苯基膦)钯 作用下， 以 N-甲基吡咯烷酮 为溶剂， 反应 6.0h， 以80%的产率得到2-cyano-5,8,11,14,17-penta(3,7-dimethyloctyl)-hexa-peri-hexabenzocoronene
  参考文献：
  名称：

  Self-Assembly, Molecular Dynamics, and Kinetics of Structure Formation in Dipole-Functionalized Discotic Liquid Crystals

  摘要：

  The self-assembly, the molecular dynamics, and the kinetics of structure formation are studied in dipole-functionalized hexabenzocoronene (HBC) derivatives. Dipole substitution destabilizes the columnar crystalline phase except for the dimethoxy- and monoethynyl-substituted HBCs that undergo a reversible transformation to the crystalline phase. The disk dynamics are studied by dielectric spectroscopy and site-specific NMR techniques that provide both the time-scale and geometry of motion. Application of pressure results in the thermodynamic phase diagram that shows increasing stability of the crystalline phase at elevated pressures. Long-lived metastability was found during the transformation between the two phases. These results suggest new thermodynamic and kinetic pathways that favor the phase with the highest charge carrier mobility.

  DOI：

  10.1021/ja7113618

文献信息

• Self-Assembly, Molecular Dynamics, and Kinetics of Structure Formation in Dipole-Functionalized Discotic Liquid Crystals
  作者：Mahdy M. Elmahdy、Xi Dou、Mihail Mondeshki、George Floudas、Hans-Jürgen Butt、Hans W. Spiess、Klaus Müllen

  DOI：10.1021/ja7113618

  日期：2008.4.1

  The self-assembly, the molecular dynamics, and the kinetics of structure formation are studied in dipole-functionalized hexabenzocoronene (HBC) derivatives. Dipole substitution destabilizes the columnar crystalline phase except for the dimethoxy- and monoethynyl-substituted HBCs that undergo a reversible transformation to the crystalline phase. The disk dynamics are studied by dielectric spectroscopy and site-specific NMR techniques that provide both the time-scale and geometry of motion. Application of pressure results in the thermodynamic phase diagram that shows increasing stability of the crystalline phase at elevated pressures. Long-lived metastability was found during the transformation between the two phases. These results suggest new thermodynamic and kinetic pathways that favor the phase with the highest charge carrier mobility.