methanesulfonic acid 2-{2-[2-(4-{2-[2-(2-methanesulfonyloxyethoxy)ethoxy]ethoxy}phenoxy)ethoxy]ethoxy}ethyl ester | 882979-81-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: methanesulfonic acid 2-{2-[2-(4-{2-[2-(2-methanesulfonyloxyethoxy)ethoxy]ethoxy}phenoxy)ethoxy]ethoxy}ethyl ester
• 英文别名: 2-[2-[2-[4-[2-[2-(2-Methylsulfonyloxyethoxy)ethoxy]ethoxy]phenoxy]ethoxy]ethoxy]ethyl methanesulfonate；2-[2-[2-[4-[2-[2-(2-methylsulfonyloxyethoxy)ethoxy]ethoxy]phenoxy]ethoxy]ethoxy]ethyl methanesulfonate
• CAS: 882979-81-9
• 化学式: C₂₀H₃₄O₁₂S₂
• 分子量: 530.615
• InChiKey: RGXJHNBHGVVHDK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.4
• 重原子数：
  34
• 可旋转键数：
  22
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  159
• 氢给体数：
  0
• 氢受体数：
  12

反应信息

• 作为反应物：
  描述：

  methanesulfonic acid 2-{2-[2-(4-{2-[2-(2-methanesulfonyloxyethoxy)ethoxy]ethoxy}phenoxy)ethoxy]ethoxy}ethyl ester 在 sodium iodide 作用下， 以 丙酮 为溶剂， 反应 20.0h， 以86%的产率得到1,4-bis-{2-[-(2-iodoethoxy)ethoxy]ethoxy}benzene
  参考文献：
  名称：

  Two Classes of Alongside Charge-Transfer Interactions Defined in One [2]Catenane

  摘要：

  A [2]catenane, which incorporates hydroquinone (HQ) and a sterically bulky tetrathiafulvalene (TTF) into a bismacrocycle, has been designed to probe the alongside charge-transfer (CT) interactions taking place between a TTF unit and one of the bipyridinium moieties in the tetracationic cyclophane cyclobis(paraquat-p-phenylene) (CBPQT(4+)). A template-directed strategy employs the HQ unit as the primary template for formation of the tetracationic cyclophane CBPQT(4+), affording the desired [2]catenane structure but as an uncharacteristic green solid. The X-ray crystal structure and detailed C-13 NMR assignments have identified a stereoselective preference for catenation about the cis isomer. The H-1 NMR spectroscopy, electrochemistry, and X-ray crystallography all confirm that the CBPQT(4+) cyclophane encircles the HQ unit, thereby defining a structure which would normally determine a red color. The visible-NIR region of the absorption spectrum displays a band at similar to 740 nm that is unambiguously assigned to a TTF -> CBPQT(4+) CT transition on the basis of resonance Raman spectroscopy using 785 nm excitation. The profile of the CT band changes depending on the ratio of the cis- to trans-TTF isomers in the [2]catenane for which the molar absorptivity of each isomer is estimated to be significantly different at epsilon(max) = 380 and 3690 M-1 cm(-1), respectively. Molecular modeling studies confirmed that the observed difference in the absorp-tion spectroscopic profile can be accounted for by both a better overlap of the HOMO(TTF) and LUMO+1(CBPQT(4+)) as well as a more stable face-to-face (pi center dot center dot center dot pi) conformation in the trans isomer compared to the edge-to-face cis isomer of the [2]catenane. The latter is arranged for pi-orbital overlap through the sulfur atoms of the TTF unit, thereby defining an [S pi center dot center dot center dot pi] interaction.

  DOI：

  10.1021/ja069047w
• 作为产物：
  描述：

  对苯二酚 在 potassium carbonate 、 三乙胺 、 lithium bromide 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 77.0h， 生成 methanesulfonic acid 2-{2-[2-(4-{2-[2-(2-methanesulfonyloxyethoxy)ethoxy]ethoxy}phenoxy)ethoxy]ethoxy}ethyl ester
  参考文献：
  名称：

  双稳态 [c2] 菊花链轮烷作为机械活性凝胶中的可逆肌肉样致动器

  摘要：

  分子机器在聚合物科学中的实施对于将机械运动从纳米尺度转移到宏观尺度以获取新型有源器件和材料具有重要意义。为了实现这一目标，需要探索热力学和拓扑方面，以实现能够产生有用工作的高效系统。在本文中，我们描述了使用铜（I）催化的 Huisgen 1,3-偶极环加成（“点击化学”）对 pH 敏感双稳态 [c2] 菊花链轮烷进行支化聚合。通过这种交联拓扑，通过改变系统的质子化状态，相应的化学凝胶形式的材料可以在很大的体积变化（~50%）上收缩和膨胀。

  DOI：

  10.1021/jacs.7b06710

文献信息

• Synthesis of new viologen macrocycles with intramolecular charge transfer
  作者：Elena Pía、Rosa Toba、Marcos Chas、Carlos Peinador、José Ma Quintela

  DOI：10.1016/j.tetlet.2006.01.073

  日期：2006.3

  The syntheses of three new macrocycles composed of an acceptor (viologen) and a donor (dioxoaryl) are reported. These compounds exhibit intramolecular charge transfer and their X-ray analyses revealed that the aromatic systems are situated in parallel planes with a mean interplanar distance of 3.32 angstrom. (c) 2006 Elsevier Ltd. All rights reserved.