2-[4-[2-[2-[4-[bis(4-tert-butylphenyl)-(4-ethylphenyl)methyl]phenoxy]ethoxy]ethylsulfanyl]-5-methylsulfanyl-1,3-dithiol-2-ylidene]-5H-[1,3]dithiolo[4,5-c]pyrrole | 314286-46-9

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: 2-[4-[2-[2-[4-[bis(4-tert-butylphenyl)-(4-ethylphenyl)methyl]phenoxy]ethoxy]ethylsulfanyl]-5-methylsulfanyl-1,3-dithiol-2-ylidene]-5H-[1,3]dithiolo[4,5-c]pyrrole
• CAS: 314286-46-9
• 化学式: C₄₈H₅₃NO₂S₆
• 分子量: 868.35
• InChiKey: NPPVHOWJHFWQJH-UHFFFAOYSA-N

物化性质

• 沸点：
  829.2±65.0 °C(Predicted)
• 密度：
  1.29±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  14.9
• 重原子数：
  57
• 可旋转键数：
  16
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  186
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  2-[4-[2-[2-[4-[bis(4-tert-butylphenyl)-(4-ethylphenyl)methyl]phenoxy]ethoxy]ethylsulfanyl]-5-methylsulfanyl-1,3-dithiol-2-ylidene]-5H-[1,3]dithiolo[4,5-c]pyrrole 、 4-{3,4,5-tris-[p-(2-(2-methoxy)ethoxy)ethoxybenzyloxy]benzyloxy}benzyl chloride 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 0.75h， 以80%的产率得到2-[4-[2-[2-[4-[Bis(4-tert-butylphenyl)-(4-ethylphenyl)methyl]phenoxy]ethoxy]ethylsulfanyl]-5-methylsulfanyl-1,3-dithiol-2-ylidene]-5-[[4-[[3,4,5-tris[[4-[2-(2-methoxyethoxy)ethoxy]phenyl]methoxy]phenyl]methoxy]phenyl]methyl]-[1,3]dithiolo[4,5-c]pyrrole
  参考文献：
  名称：

  Self-Assembly of an Amphiphilic [2]Rotaxane Incorporating a Tetrathiafulvalene Unit

  摘要：

  [GRAPHICS]The template-directed synthesis of a [2]rotaxane, in which a pi -electron deficient ring component-cyclobis(paraquat-p-phenylene)-is assembled around a pi -electron rich asymmetric monopyrrolotetrathiafulvalene unit on the rod section of an amphiphilic dumbbell component that is terminated by a hydrophilic dendritic stopper at one end and a hydrophobic tetraarylmethane stopper at the other end, is reported.

  DOI：

  10.1021/ol006387s
• 作为产物：
  描述：

  2-{4-[2-(2-{4-[Bis-(4-tert-butyl-phenyl)-(4-ethyl-phenyl)-methyl]-phenoxy}-ethoxy)-ethylsulfanyl]-5-methylsulfanyl-[1,3]dithiol-2-ylidene}-5-(toluene-4-sulfonyl)-5H-[1,3]dithiolo[4,5-c]pyrrole 在 sodium methylate 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 0.33h， 以94%的产率得到2-[4-[2-[2-[4-[bis(4-tert-butylphenyl)-(4-ethylphenyl)methyl]phenoxy]ethoxy]ethylsulfanyl]-5-methylsulfanyl-1,3-dithiol-2-ylidene]-5H-[1,3]dithiolo[4,5-c]pyrrole
  参考文献：
  名称：

  Self-Assembly of an Amphiphilic [2]Rotaxane Incorporating a Tetrathiafulvalene Unit

  摘要：

  [GRAPHICS]The template-directed synthesis of a [2]rotaxane, in which a pi -electron deficient ring component-cyclobis(paraquat-p-phenylene)-is assembled around a pi -electron rich asymmetric monopyrrolotetrathiafulvalene unit on the rod section of an amphiphilic dumbbell component that is terminated by a hydrophilic dendritic stopper at one end and a hydrophobic tetraarylmethane stopper at the other end, is reported.

  DOI：

  10.1021/ol006387s

文献信息

• In the Twilight Zone between [2]Pseudorotaxanes and [2]Rotaxanes
  作者：Jan O. Jeppesen、Scott A. Vignon、J. Fraser Stoddart

  DOI：10.1002/chem.200304798

  日期：2003.10.6

  solution of two slowly interconverting [2]pseudorotaxanes, one of which is on the verge of being a [2]rotaxane at room temperature, allowing it to be isolated by employing flash column chromatography. These two [2]pseudorotaxanes were both characterized in solution by UV/Vis and (1)H NMR spectroscopies (1D and 2D) and also by differential pulse voltammetry. The spectroscopic and electrochemical data reveal

  [2]假轮烷，基于半哑铃状成分，包含不对称取代的单吡咯并四硫富瓦烯和1,5-二氧萘识别位点，可被环双（百草枯-对苯撑）包围，并具有“减速带”位于两个识别位点之间的硫代甲基已经过自组装。该超分子实体是两种缓慢互变的[2]伪轮烷的溶液混合物，其中一种在室温下处于[2]轮烷的边缘，可通过快速柱色谱法进行分离。这两种[2]假轮烷都通过溶液的UV / Vis和（1）H NMR光谱（1D和2D）以及差分脉冲伏安法进行了表征。光谱和电化学数据表明，其中一种配合物完全表现为[2]假轮烷，而另一种具有某些[2]轮烷特性。已经研究了在不同温度下单吡咯并四硫富瓦烯与1,5-二氧萘识别位点之间环双（百草枯-对亚苯基）穿梭的动力学。穿梭过程伴随着可检测到的颜色变化，可以使用UV / Vis和（1）H NMR光谱进行监测；光谱数据已用于确定两个识别位点之间环双（百草枯-对亚苯基）的平移速率常数，活化自由能，活化焓和活
• Molecular-Based Electronically Switchable Tunnel Junction Devices
  作者：C. Patrick Collier、Jan O. Jeppesen、Yi Luo、Julie Perkins、Eric W. Wong、James R. Heath、J. Fraser Stoddart

  DOI：10.1021/ja0114456

  日期：2001.12.19

  Solid-state tunnel junction devices were fabricated from Langmuir Blodgett molecular monolayers of a bistable [2]catenane, a bistable [2]pseudorotaxane, and a single-station [2]rotaxane. All devices exhibited a (noncapacitive) hysteretic current-voltage response that switched the device between high- and low-conductivity states, although control devices exhibited no such response. Correlations between the structure and solution-phase dynamics of the molecular and supramolecular systems, the crystallographic domain structure of the monolayer film, and the room-temperature device performance characteristics are reported.
• Poised on the Brink between a Bistable Complex and a Compound
  作者：Jan Oskar Jeppesen、Jan Becher、J. Fraser Stoddart

  DOI：10.1021/ol0171362

  日期：2002.2.1

  An enmeshed supramolecular complex, based on a semi-dumbbell-shaped component containing an asymmetrically substituted tetrathiafulvalene site and a 1,5-dioxynaphthalene site for encirclement by a cyclobis(paraquat-p-phenylene) ring component and with a "speed bump" in the form of an thiomethyl group situated between the two recognition sites, has been self-assembled. This complex is a mixture in acetone solution of two slowly interconverting [2]pseudorotaxanes, one of which is on the verge of being a [2]rotaxane at room temperature.