1,3-bis(2-tosyloxyethoxy)benzene | 136028-18-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1,3-bis(2-tosyloxyethoxy)benzene
• 英文别名: 1,3-bis(tosyloxyethoxy)benzene；2-[3-[2-(4-Methylphenyl)sulfonyloxyethoxy]phenoxy]ethyl 4-methylbenzenesulfonate
• CAS: 136028-18-7
• 化学式: C₂₄H₂₆O₈S₂
• 分子量: 506.598
• InChiKey: ZGOLMQPFKUFMOS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  34
• 可旋转键数：
  12
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.25
• 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：

  1,3-bis(2-tosyloxyethoxy)benzene 在 palladium on activated charcoal sodium azide 、 氢气 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 生成 2-[3-(2-Amino-ethoxy)-phenoxy]-ethylamine
  参考文献：
  名称：

  Metal-induced regulation of fullerene complexation with double-calix[5]areneElectronic supplementary information (ESI) available: spectroscopic and titration data. See http://www.rsc.org/suppdata/cc/b1/b108121g/

  摘要：

  描述了金属诱导的富勒烯与双杯[5]芳烃络合物的调控。该受体仅在 Cu+ 存在时才对 C70 表现出强结合性。

  DOI：

  10.1039/b108121g
• 作为产物：
  描述：

  diethyl 2,2′‐(1,3‐phenylenebis(oxy))diacetate 、 alkaline earth salt of/the/ methylsulfuric acid 在 lithium aluminium tetrahydride 、 三乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 99.0h， 生成 1,3-bis(2-tosyloxyethoxy)benzene
  参考文献：
  名称：

  Zhang, Guangzhong; Shi, Yijian; Mosi, Renee, Canadian Journal of Chemistry, 1994, vol. 72, # 12, p. 2388 - 2395

  摘要：

  DOI：

文献信息

• Different metal-ion-induced dimeric self-assembling cavities based on thiacalix[4]benzocrown-4 isomers
  作者：Xiong Li、Yan Li、Wei-Ping Yang、Yuan-Yin Chen、Shu-Ling Gong

  DOI：10.1039/c0dt00543f

  日期：——

  To construct the self-assembly of metal-ion-induced well-ordered architectures based on calixcrowns, isomeric thiacalix[4]benzocrowns-4 1 and 2 with rigid and small crown units were employed as the new scaffolds. They all show remarkable selectivity for Ag+ and their complexation ability towards Ag+ results in two novel dimeric aggregates of calixcrowns, which were first evidenced by ESI-MS, 1H and DOSY-NMR spectra. Ultimately, X-ray diffraction experiments confirmed unambiguously the existence of the two metal-ion-induced dimers in lower rim/lower rim mode, and showed that dimerization of calixcrown 1 or 2 in the presence of Ag+ could form dimeric supramolecular cavity with a small inner room. Moreover, the positional isomerism of their crown units (o-benzocrown unit for ligand 1 and m-benzocrown unit for 2) led to a dramatic change in the configuration of the two dimeric cavities 1·Ag+ and 2·Ag+. For dimeric cavity 1·Ag+, two silver centers seamed two thiacalix[4]crown molecules together and resided at the edge of the dimeric self-assembling cavity; for dimeric cavity 2·Ag+, one Ag+ stitched two thiacalixcrowns together and was encapsulated in the center of the self-assembling cavity, while the other Ag+ is tied down to one end of the dimer. Consequently, as a result of the different construction of dimeric cavities 1·Ag+ and 2·Ag+ the extended structures of the complexes are also different. The neighbour self-assembling cavities 1·Ag+ are mutually oriented side-by-side and form a 1-D rectilineal polymeric chain. While, the neighbour self-assembling cavities 2·Ag+ arrange themselves in a typical head-to-tail fashion to form a zig-zag polymeric chain.

  构建基于金属离子诱导的自组装良序结构，采用了具有刚性和小型冠单元的异构硫碱[4]苯冠-4 1和2作为新的支架。它们对Ag+显示出显著的选择性，且对Ag+的络合能力导致了两种新型二聚体聚合物的形成，这一点首次通过ESI-MS、1H和DOSY-NMR谱得到了证实。最终，X射线衍射实验明确证实了两种金属离子诱导的二聚体在下边缘/下边缘模式下的存在，并显示在Ag+存在的情况下，硫碱冠1或2的二聚化可形成具有小内腔的二聚超分子腔。此外，它们的冠单元的位移异构（配体1的邻苯冠单元和配体2的间苯冠单元）导致这两种二聚腔体1·Ag+和2·Ag+的构型发生了显著变化。对于二聚腔体1·Ag+，两个银中心将两个硫碱[4]冠分子拼接在一起，并位于二聚自组装腔体的边缘；而对于二聚腔体2·Ag+，一个Ag+将两个硫碱冠拼接在一起，并被包裹在自组装腔体的中心，而另一个Ag+则固定在二聚体的一端。因此，由于二聚腔体1·Ag+和2·Ag+的不同构造，复合物的扩展结构也有所不同。相邻的自组装腔体1·Ag+是相互并排排列，形成一维直线聚合物链；而相邻的自组装腔体2·Ag+则以典型的头尾排列方式排列，形成锯齿状聚合物链。
• New Efficient Procedure for the Use of Diethoxyphosphoryl as a Protecting Group in the Synthesis of Polyazamacrocycles. Preparation of Polyazacyclophanes Derived from Resorcinol
  作者：M. Isabel Burguete、Laura López-Diago、Enrique García-España、Francisco Galindo、Santiago V. Luis、Juan F. Miravet、Dariusz Sroczynski

  DOI：10.1021/jo0353381

  日期：2003.12.1

  The synthesis of polyazamacrocycles containing an electron-rich aromatic subunit derived from resorcinol is described. The reported synthetic procedure is based on the use of diethoxyphosphoryl (Dep) as an amine protecting group. The new conditions employed for the cyclization reaction allow for a generalized use of Dep in the synthesis of polyazamacrocycles.

  描述了含有衍生自间苯二酚的富电子芳族亚基的聚氮杂大环化合物的合成。报道的合成方法是基于二乙氧基磷酰基（Dep）作为胺保护基的使用。用于环化反应的新条件允许Dep在聚氮杂大环化合物的合成中得到普遍使用。
• (1+1) or (2+2) Coupling for bis(tosyloxyethoxy)benzenes with calix[4]arene and thiacalix[4]arene
  作者：Xiong Li、Shu-Ling Gong、Chun-Lei Zhang、Qin Zheng、Yuan-Yin Chen

  DOI：10.1016/j.tetlet.2006.08.129

  日期：2006.10

  react with p-tert-butylcalix[4]arene or p-tert-butylthiacalix[4]arene to afford intramolecularly bridged (1+1) or intermolecularly bridged (2+2) products. It was found that the bridging pattern strongly depended on the structure of bis(tosyloxyethoxy)benzene and the kind of calixarene. For the ortho-isomer of bis(tosyloxyethoxy)benzene, intramolecularly bridged calix[4]arene and thiacalix[4]arene were the

  双功能试剂，双（tosyloxyethoxy）苯能够与反应p -叔-butylcalix [4]芳烃或p -叔-butylthiacalix [4]芳烃，得到分子内桥（1 + 1）或分子间桥连的（2 + 2）的产品。发现桥接方式强烈取决于双（甲苯磺酰氧基乙氧基）苯的结构和杯芳烃的种类。对于双（甲苯磺酰氧基乙氧基）苯的邻位异构体，分子内桥联的杯[4]芳烃和噻杯[4]芳烃是主要产物。对于对位异构体，桥连反应为（2 + 2）方式。至于间位异构体，合成了双噻唑杯[4]芳烃和分子内桥接的杯[4]冠。
• WU, CHENG-TAI;NIU, CHANG-RONG;ZOU, ZHEN-FU;YE, XIN-SHAN, YUTSZI XUASYUEH, 11,(1991) N, S. 272-276
  作者：WU, CHENG-TAI、NIU, CHANG-RONG、ZOU, ZHEN-FU、YE, XIN-SHAN

  DOI：——

  日期：——
• Metal-induced regulation of fullerene complexation with double-calix[5]areneElectronic supplementary information (ESI) available: spectroscopic and titration data. See http://www.rsc.org/suppdata/cc/b1/b108121g/
  作者：Takeharu Haino、Yuko Yamanaka、Hiromi Araki、Yoshimasa Fukazawa

  DOI：10.1039/b108121g

  日期：2002.2.27

  The metal-induced regulation of fullerene complexation with double-calix[5]arene is described. The receptor shows strong binding to C70 only in the presence of Cu+.

  描述了金属诱导的富勒烯与双杯[5]芳烃络合物的调控。该受体仅在 Cu+ 存在时才对 C70 表现出强结合性。