1,4,5,6-Tetrahydro-2,7:3,6-bis(4,7-dioxa-1,10-dithiadecane-1,10-diyl)-1,4,5,8-tetrathiafulvalene | 126921-82-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二硫醇
• 英文名称: 1,4,5,6-Tetrahydro-2,7:3,6-bis(4,7-dioxa-1,10-dithiadecane-1,10-diyl)-1,4,5,8-tetrathiafulvalene
• CAS: 126921-82-2
• 化学式: C₁₈H₂₄O₄S₈
• 分子量: 560.914
• InChiKey: WFCJMMSJPNBMJC-ZCXUNETKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.35
• 重原子数：
  30.0
• 可旋转键数：
  0.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  36.92
• 氢给体数：
  0.0
• 氢受体数：
  12.0

反应信息

• 作为产物：
  描述：

  1,2-双(2-溴乙氧基)乙烷 在 亚磷酸三乙酯 作用下， 以 四氢呋喃 、 xylene 为溶剂， 反应 5.0h， 生成 1,4,5,6-Tetrahydro-2,7:3,6-bis(4,7-dioxa-1,10-dithiadecane-1,10-diyl)-1,4,5,8-tetrathiafulvalene
  参考文献：
  名称：

  Becher, J.; Hansen, T. K.; Malhotra, N., Journal of the Chemical Society. Perkin transactions I, 1990, # 1, p. 175 - 177

  摘要：

  DOI：

文献信息

• Crown ether annelated tetrathiafulvalenes. 2
  作者：T. K. Hansen、T. Joergensen、F. Jensen、P. H. Thygesen、K. Christiansen、M. B. Hursthouse、M. E. Harman、M. A. Malik、B. Girmay

  DOI：10.1021/jo00058a013

  日期：1993.3

  A synthetic procedure leading to derivatives of tetrathiafulvalene (TTF) incorporating polyether chains of various lengths, some nitrogen analogs, and a 2,6-bis(methylene)pyridine analog has been developed. These compounds possess cage-type structures which were confirmed by X-ray crystallography in four cases, two of which are reported herein for the first time. Structural and electronic features of these cage molecules were correlated to oxidation potentials by the use of semiempirical methods (MNDO-PM3). An investigation of the alkali metal ion affinity using PDMS revealed that these compounds are poor ligands. Finally, in one case, protonation of the core TTF was studied by NMR.
• Becher, Jan; Hansen, Thomas K.; Joergensen, Tine, Bulletin des Societes Chimiques Belges, 1992, vol. 101, # 7, p. 555 - 568
  作者：Becher, Jan、Hansen, Thomas K.、Joergensen, Tine、Stein, Paul

  DOI：——

  日期：——
• Multiple-Bridged Bis-Tetrathiafulvalenes:  New Synthetic Protocols and Spectroelectrochemical Investigations
  作者：Holger Spanggaard、Jesper Prehn、Mogens Brøndsted Nielsen、Eric Levillain、Magali Allain、Jan Becher

  DOI：10.1021/ja000537c

  日期：2000.10.1

  Synthetic strategies for preparing dimeric tetrathiafulvalenes (TTFs) linked by either one, two, or four bridges have been developed. In particular, we report efficient few-step protocols for the preparation of face-to-face overlapped quadruple-bridged bis-TTFs. The ready interconversion of cis and trans TTFs in the presence of catalytic amounts of acid was implemented in one synthetic protocol as a way to control the isomeric outcome. The compounds were characterized by NMR spectroscopy, mass spectrometry, and elemental analysis. Moreover, the X-ray crystal structure of the macrocycle 4b is presented and compared to semiempirical (PM3) geometry optimizations. Cyclic voltammetry and spectroelectrochemistry were used to describe the interactions established between two TTF units upon oxidation, that is, their ability to form mixed-valence complexes and pi-dimers either intra- or intermolecularly. The length, flexibility, and number of bridging units in a bis-TTF, as well as the specific TTF positions being connected, determine the extent of these interactions. Thus, rigid linkers enhance the formation of intermolecular mixed-valence complexes. For 4b, the absorption spectrum of this mixed-valence stale of TTF in solution has been recorded for the first time. Finally, preliminary complexation experiments with different electron-deficient molecules are described.
• Becher, J.; Hansen, T. K.; Malhotra, N., Journal of the Chemical Society. Perkin transactions I, 1990, # 1, p. 175 - 177
  作者：Becher, J.、Hansen, T. K.、Malhotra, N.、Bojesen, G.、Boewardt, S.、et al.

  DOI：——

  日期：——