1,4-bis(2-(methylsulfonyloxy)ethoxy)benzene | 133633-40-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 1,4-bis(2-(methylsulfonyloxy)ethoxy)benzene
• 英文别名: 2,2'-(1,4-phenylenedioxo)diethyl dimesylate；2-[4-(2-Methylsulfonyloxyethoxy)phenoxy]ethyl methanesulfonate
• CAS: 133633-40-6
• 化学式: C₁₂H₁₈O₈S₂
• 分子量: 354.402
• InChiKey: JAVLPSXMCPOARF-UHFFFAOYSA-N

物化性质

• 沸点：
  601.8±45.0 °C(Predicted)
• 密度：
  1.372±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  22
• 可旋转键数：
  10
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  122
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  1,4-bis(2-(methylsulfonyloxy)ethoxy)benzene 在 sodium iodide 作用下， 以 丙酮 为溶剂， 以93%的产率得到1,4-bis(2-iodoethoxy)benzene
  参考文献：
  名称：

  Regio- and diastereo-controlled synthesis of bis(formylmethano)[60]fullerenes and their application to the formation of [60]fullerene pearl-necklace polyimines

  摘要：

  The tether-directed method was firstly applied to the biscyclopropanation of [60]fullerene via the addition-elimination reaction of bis(sulfonium ylide)s to give bis(formylmethano)[60]fullerenes with satisfactory regio- and stereoselectivity. The equatorialbisadduct thus obtained was used for the polycondensation with an aromatic diamine to afford the corresponding pearl-necklace polyimine with satisfactorily high degree of polymerization. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2006.02.148
• 作为产物：
  描述：

  甲基磺酰氯 、 对苯二酚二羟乙基醚 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 9.0h， 以71.3%的产率得到1,4-bis(2-(methylsulfonyloxy)ethoxy)benzene
  参考文献：
  名称：

  CH···π相互作用在导致新的芳基桥连铜和镍四氮杂大环配合物的环化反应中的作用

  摘要：

  已经合成了一系列 CuII 和 NiIII 的中性大环过渡金属配合物，桥接聚醚接头将它们连接到芳族片段，并通过单晶 X 射线衍射确定了它们的晶体和分子结构。由于形成C-H···π相互作用，这些分子采用桥的“赤道”构象。由于这些相互作用，在 SN2 反应中仅形成环状产物。DFT 计算也证实了实验结果。

  DOI：

  10.1002/ejic.201000818

文献信息

• Anion Recognition and Cation-Induced Molecular Motion in a Heteroditopic [2]Rotaxane
  作者：Alexandre V. Leontiev、Charlotte A. Jemmett、Paul D. Beer

  DOI：10.1002/chem.201002405

  日期：2011.1.17

  A heteroditopic [2]rotaxane consisting of a calix[4]diquinone–isophthalamide macrocycle and 3,5‐bis‐amide pyridinium axle components with the capability of switching between two positional isomers in response to barium cation recognition is synthesised. The anion binding properties of the rotaxane’s interlocked cavity together with Na+, K+, NH4+ and Ba2+ cation recognition capabilities are elucidated

  合成了由杯[4]二醌-间苯二甲酰胺大环化合物和3,5-双酰胺吡啶鎓车轴组分组成的异位[2]轮烷，它具有响应钡阳离子识别的两种位置异构体之间切换的能力。1 H NMR和紫外可见光谱滴定实验阐明了轮烷互锁腔的阴离子结合特性以及Na +，K +，NH 4 +和Ba 2+阳离子的识别能力。结合Ba 2+时，轴的带正电的吡啶鎓基团从轮烷的大环腔发生分子置换，而单价阳离子Na +，K+和NH 4 +的结合不会引起显着的共构改变。钡阳离子诱导的穿梭运动可通过添加硫酸四丁铵来逆转。
• Synthesis of a Chiral [2]Rotaxane: Induction of a Helical Structure through Double Threading
  作者：Toshihiro Tsukamoto、Ryota Sasahara、Atsuya Muranaka、Yuzuki Miura、Yu Suzuki、Masaki Kimura、Shinobu Miyagawa、Tsuneomi Kawasaki、Nagao Kobayashi、Masanobu Uchiyama、Yuji Tokunaga

  DOI：10.1021/acs.orglett.8b01727

  日期：2018.8.17

  A helically chiral [2]rotaxane featuring two ammonium ion recognition sites in the dumbbell-like component and a calix-bis-crown ether as the macrocyclic component was synthesized, but with no chirality in either individual component. The enantiomeric nature of the isomers, separated through chiral HPLC, was apparent in their CD spectra, which were mirror images for all wavelengths.

  合成了一种螺旋手性的[2]轮烷，其在哑铃状组分中具有两个铵离子识别位点，并且以杯状-双冠醚为大环组分，但在任何单个组分中均没有手性。通过手性HPLC分离的异构体的对映体性质在其CD光谱中很明显，它们是所有波长的镜像。
• The Role of the C–H···π Interactions in the Cyclisation Reactions Leading to New Aryl‐Bridged Tetraazamacrocyclic Complexes of Copper and Nickel
  作者：Radosław Kamiński、Jarosław Kowalski、Iwona Mames、Bohdan Korybut‐Daszkiewicz、Sławomir Domagała、Krzysztof Woźniak

  DOI：10.1002/ejic.201000818

  日期：2011.2

  macrocyclic transition metal complexes of CuII and NiII, with bridging polyether linkers joining them to aromatic fragments, has been synthesised and their crystal and molecular structures have been established by single-crystal X-ray diffraction. These molecules adopt an “equatorial” conformation of the bridge due to formation of C–H···π interactions. Because of these interactions only cyclic products are

  已经合成了一系列 CuII 和 NiIII 的中性大环过渡金属配合物，桥接聚醚接头将它们连接到芳族片段，并通过单晶 X 射线衍射确定了它们的晶体和分子结构。由于形成C-H···π相互作用，这些分子采用桥的“赤道”构象。由于这些相互作用，在 SN2 反应中仅形成环状产物。DFT 计算也证实了实验结果。
• A [2]catenane containing an upper-rim functionalized calix[4]arene for anion recognition
  作者：Dale E. Phipps、Paul D. Beer

  DOI：10.1016/j.tetlet.2009.02.212

  日期：2009.7

  A novel [2]catenane is synthesized in good yield from an upper-rim functionalized calix[4]arene macro-bicycle and a nitro-substituted isophthalamide threading component in the presence of a chloride anion template via a ring-closing metathesis (RCM) reaction. After halide anion template removal the resulting catenane host exhibits a high degree of selectivity for chloride in competitive organic solvent mixtures. (C) 2009 Elsevier Ltd. All rights reserved.
• Regio- and diastereo-controlled synthesis of bis(formylmethano)[60]fullerenes and their application to the formation of [60]fullerene pearl-necklace polyimines
  作者：Hiroshi Ito、Yasuhiro Ishida、Kazuhiko Saigo

  DOI：10.1016/j.tetlet.2006.02.148

  日期：2006.5

  The tether-directed method was firstly applied to the biscyclopropanation of [60]fullerene via the addition-elimination reaction of bis(sulfonium ylide)s to give bis(formylmethano)[60]fullerenes with satisfactory regio- and stereoselectivity. The equatorialbisadduct thus obtained was used for the polycondensation with an aromatic diamine to afford the corresponding pearl-necklace polyimine with satisfactorily high degree of polymerization. (c) 2006 Elsevier Ltd. All rights reserved.