2-[2'-tris(1-methylethyl)silylethynyl]-5,8,11,14,17-pentadodecyl-hexa-peri-hexabenzocoronene | 882160-08-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 芘
• 英文名称: 2-[2'-tris(1-methylethyl)silylethynyl]-5,8,11,14,17-pentadodecyl-hexa-peri-hexabenzocoronene
• 英文别名: 2-triisopropylsilylethynyl-5,8,11,14,17-pentadodecylhexa-peri-hexabenzocoronene；2-(11,20,25,34,39-Pentadodecyl-6-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-henicosaenyl)ethynyl-tri(propan-2-yl)silane；2-(11,20,25,34,39-pentadodecyl-6-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-henicosaenyl)ethynyl-tri(propan-2-yl)silane
• CAS: 882160-08-9
• 化学式: C₁₁₃H₁₅₈Si
• 分子量: 1544.58
• InChiKey: SPLDQAUNKHYDHN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  38.04
• 重原子数：
  114
• 可旋转键数：
  60
• 环数：
  13.0
• sp3杂化的碳原子比例：
  0.61
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  2-[2'-tris(1-methylethyl)silylethynyl]-5,8,11,14,17-pentadodecyl-hexa-peri-hexabenzocoronene 在 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 反应 0.33h， 以95%的产率得到2-ethynyl-5,8,11,14,17-pentadodecyl-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
• 作为产物：
  描述：

  三异丙基硅基乙炔 、 2-Bromo-5,8,11,14,17-pentadodecylhexa-peri-hexabenzocoronene 在 copper(l) iodide 、 四(三苯基膦)钯 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 20.0h， 以56%的产率得到2-[2'-tris(1-methylethyl)silylethynyl]-5,8,11,14,17-pentadodecyl-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

• Photophysics of Platinum−Acetylide Substituted Hexa-<i>peri</i>-hexabenzocoronenes
  作者：Kye-Young Kim、Shengxia Liu、Muhammet E. Köse、Kirk S. Schanze

  DOI：10.1021/ic051788v

  日期：2006.3.1

  This manuscript reports the synthesis and photophysical investigation of two hexa-peri-hexabenzocoronenes (HBCs) that are functionalized with platinum(II) acetylide units of the type trans-(Ar-CC-)2Pt(PBu3)2. In one complex, the platinum is directly linked to the HBC chromophore by an ethynyl spacer, whereas in the second, the platinum is separated from the HBC via a 1,4-phenylene ethynylene spacer

  这份手稿报告了两个六-peri-hexabenzocoronenes（HBCs）的合成和光物理研究，它们被反式-（Ar-CC-）2Pt（PBu3）2类型的铂（II）乙炔化物单元官能化。在一种配合物中，铂通过乙炔基间隔基直接连接到HBC生色团，而在第二种配合物中，铂通过1，4-亚苯基乙炔间隔基与HBC分离。Pt-乙炔化物单元将强自旋轨道耦合引入HBC发色团，从而在环境温度下产生高产率的三重态激发态，并产生中等强度的磷光。根据发射光谱，HBC发色团的三重态为2.14 eV，ST分裂为0.6 eV。Pt-HBC的三重态-三重态吸收光谱和自由基阳离子吸收光谱是通过激光闪光光解法测定的。Pt-HBC在不良溶剂（如己烷）中的聚集会导致三重态的淬灭，但即使在分子强烈聚集的条件下，光谱学也无法提供形成三重态准分子的证据。
• 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.