2-[2-[2-[4-[25,34-Didodecyl-11-[4-[2-[2-(2-hydroxyethoxy)ethoxy]ethoxy]phenyl]-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(42),2(15),3,5,7,9,11,13,16,18,20,22,24,26,28,30,32,34,36,38,40-henicosaenyl]phenoxy]ethoxy]ethoxy]ethanol | 916771-39-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 芘
• 英文名称: 2-[2-[2-[4-[25,34-Didodecyl-11-[4-[2-[2-(2-hydroxyethoxy)ethoxy]ethoxy]phenyl]-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(42),2(15),3,5,7,9,11,13,16,18,20,22,24,26,28,30,32,34,36,38,40-henicosaenyl]phenoxy]ethoxy]ethoxy]ethanol
• 英文别名: 2-[2-[2-[4-[25,34-didodecyl-11-[4-[2-[2-(2-hydroxyethoxy)ethoxy]ethoxy]phenyl]-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(42),2(15),3,5,7,9,11,13,16,18,20,22,24,26,28,30,32,34,36,38,40-henicosaenyl]phenoxy]ethoxy]ethoxy]ethanol
• CAS: 916771-39-6
• 化学式: C₉₀H₉₈O₈
• 分子量: 1307.76
• InChiKey: BGYAOIAIORYAMZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  26.2
• 重原子数：
  98
• 可旋转键数：
  42
• 环数：
  15.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  95.8
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  2-[2-[2-[4-[25,34-Didodecyl-11-[4-[2-[2-(2-hydroxyethoxy)ethoxy]ethoxy]phenyl]-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(42),2(15),3,5,7,9,11,13,16,18,20,22,24,26,28,30,32,34,36,38,40-henicosaenyl]phenoxy]ethoxy]ethoxy]ethanol 、 5-降冰片烯-2-羧酸 在 4-二甲氨基吡啶 、 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 反应 20.0h， 以28%的产率得到2-[2-[2-[4-[11-[4-[2-[2-[2-(Bicyclo[2.2.1]hept-5-ene-2-carbonyloxy)ethoxy]ethoxy]ethoxy]phenyl]-25,34-didodecyl-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(42),2(15),3,5,7,9,11,13,16,18,20,22,24,26,28,30,32,34,36,38,40-henicosaenyl]phenoxy]ethoxy]ethoxy]ethyl bicyclo[2.2.1]hept-5-ene-2-carboxylate
  参考文献：
  名称：

  Stabilization of a Kinetically Favored Nanostructure:  Surface ROMP of Self-Assembled Conductive Nanocoils from a Norbornene-Appended Hexa-peri-hexabenzocoronene

  摘要：

  Newly designed norbornene-appended hexabenzocoronene 1 self-assembles, upon diffusion of an Et2O vapor into its CH2Cl2 solution, to form either graphitic nanocoils or nanotubes, depending on the self-assembling conditions. The coiled assembly, selectively formed at 15 degrees C, is a kinetic intermediate for the tubular assembly and transforms into nanotubes on standing at 25 degrees C. However, post-ring-opening metathesis polymerization of the norbornene pendants of 1 enhances the thermal stability of the coiled assembly as well as the tubular one and disables a thermodynamic coil-to-tube transition. The polymerized nanocoils show an electroconductivity of 1 x 10(-4) S cm(-1) upon doping with I-2, while the nonpolymerized nanocoils are disrupted upon being doped.

  DOI：

  10.1021/ja064461h
• 作为产物：
  描述：

  在 氢氧化钾 作用下， 以 四氢呋喃 为溶剂， 反应 16.0h， 生成 2-[2-[2-[4-[25,34-Didodecyl-11-[4-[2-[2-(2-hydroxyethoxy)ethoxy]ethoxy]phenyl]-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(42),2(15),3,5,7,9,11,13,16,18,20,22,24,26,28,30,32,34,36,38,40-henicosaenyl]phenoxy]ethoxy]ethoxy]ethanol
  参考文献：
  名称：

  Stabilization of a Kinetically Favored Nanostructure:  Surface ROMP of Self-Assembled Conductive Nanocoils from a Norbornene-Appended Hexa-peri-hexabenzocoronene

  摘要：

  Newly designed norbornene-appended hexabenzocoronene 1 self-assembles, upon diffusion of an Et2O vapor into its CH2Cl2 solution, to form either graphitic nanocoils or nanotubes, depending on the self-assembling conditions. The coiled assembly, selectively formed at 15 degrees C, is a kinetic intermediate for the tubular assembly and transforms into nanotubes on standing at 25 degrees C. However, post-ring-opening metathesis polymerization of the norbornene pendants of 1 enhances the thermal stability of the coiled assembly as well as the tubular one and disables a thermodynamic coil-to-tube transition. The polymerized nanocoils show an electroconductivity of 1 x 10(-4) S cm(-1) upon doping with I-2, while the nonpolymerized nanocoils are disrupted upon being doped.

  DOI：

  10.1021/ja064461h

文献信息

• Radially Diblock Nanotube:  Site-Selective Functionalization of a Tubularly Assembled Hexabenzocoronene
  作者：Justin L. Mynar、Takuya Yamamoto、Atsuko Kosaka、Takanori Fukushima、Noriyuki Ishii、Takuzo Aida

  DOI：10.1021/ja075822b

  日期：2008.2.6

  An amphiphilic Gemini-shape hexa-peri-hexabenzocoronene (1) with azide functionalities self-assembles to form graphitic nanotubes whose interior and exterior surfaces can be post-functionalized by "click chemistry". A click reaction of the nanotubes with bulky macromolecules such as a dendronized alkyne (G2-alkyne) takes place site-selectively on the exterior surface of the nanotubes, leaving the azide functionalities on the interior surface mostly intact. A subsequent click reaction of the resulting nanotubes with alkynes having a much smaller steric bulk allows the remaining azide groups to be funtionalized, affording radially diblock graphitic nanotubes.
• Zhang, Wei; Jin, Wusong; Fukushima, Takanori, Angewandte Chemie, International Edition, 2009, vol. 48, p. 4747 - 4750
  作者：Zhang, Wei、Jin, Wusong、Fukushima, Takanori、Ishii, Noriyuki、Aida, Takuzo

  DOI：——

  日期：——
• Stabilization of a Kinetically Favored Nanostructure:  Surface ROMP of Self-Assembled Conductive Nanocoils from a Norbornene-Appended Hexa-<i>p</i><i>eri</i>-hexabenzocoronene
  作者：Takuya Yamamoto、Takanori Fukushima、Yohei Yamamoto、Atsuko Kosaka、Wusong Jin、Noriyuki Ishii、Takuzo Aida

  DOI：10.1021/ja064461h

  日期：2006.11.1

  Newly designed norbornene-appended hexabenzocoronene 1 self-assembles, upon diffusion of an Et2O vapor into its CH2Cl2 solution, to form either graphitic nanocoils or nanotubes, depending on the self-assembling conditions. The coiled assembly, selectively formed at 15 degrees C, is a kinetic intermediate for the tubular assembly and transforms into nanotubes on standing at 25 degrees C. However, post-ring-opening metathesis polymerization of the norbornene pendants of 1 enhances the thermal stability of the coiled assembly as well as the tubular one and disables a thermodynamic coil-to-tube transition. The polymerized nanocoils show an electroconductivity of 1 x 10(-4) S cm(-1) upon doping with I-2, while the nonpolymerized nanocoils are disrupted upon being doped.