Acenaphtho<1,2-b><1,4>dithiine | 159791-38-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: Acenaphtho<1,2-b><1,4>dithiine
• 英文别名: 7,10-dithiafluoroanthene；11,14-Dithiatetracyclo[7.6.1.05,16.010,15]hexadeca-1,3,5(16),6,8,10(15),12-heptaene
• CAS: 159791-38-5
• 化学式: C₁₄H₈S₂
• 分子量: 240.35
• InChiKey: SPLVNIPMAYBUKX-UHFFFAOYSA-N

物化性质

• 沸点：
  438.7±45.0 °C(Predicted)
• 密度：
  1.44±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  16
• 可旋转键数：
  0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  50.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  Acenaphtho<1,2-b><1,4>dithiine 在 tert-butylammonium hexafluorophosphate(V) 作用下， 以 二氯甲烷 为溶剂， 生成 hexafluorophosphate cation radical salt of 7,10-dithiafluoroanthene
  参考文献：
  名称：

  7,10-二硫代氟蒽及其阳离子自由基盐

  摘要：

  通过a庚烯酮乙二硫缩醛的扩环反应，由a庚烯酮分三步制备了第一个7,10-二硫代氟代蒽。它被证明是良好的π供体和形式高传导阳离子自由基盐，与PF 6 - 。盐的X射线晶体学分析显示供体的柱状堆叠结构，并且盐在室温下显示出高电导率。

  DOI：

  10.1016/0040-4039(94)88223-1
• 作为产物：
  描述：

  1-苊酮 在 三氯化铝 、 四氯化碲 、 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以 1,4-二氧六环 、 二氯甲烷 为溶剂， 生成 Acenaphtho<1,2-b><1,4>dithiine
  参考文献：
  名称：

  7,10-二硫代氟蒽及其阳离子自由基盐

  摘要：

  通过a庚烯酮乙二硫缩醛的扩环反应，由a庚烯酮分三步制备了第一个7,10-二硫代氟代蒽。它被证明是良好的π供体和形式高传导阳离子自由基盐，与PF 6 - 。盐的X射线晶体学分析显示供体的柱状堆叠结构，并且盐在室温下显示出高电导率。

  DOI：

  10.1016/0040-4039(94)88223-1

文献信息

• New π-electron donor systems based on acenaphtho[1,2-b][1,4]dithiine
  作者：Martin R. Bryce、Antony Chesney、Alexander K. Lay、Andrei S. Batsanov、Judith A. K. Howard

  DOI：10.1039/p19960002451

  日期：——

  Syntheses of the acenaphtho[1,2-b] [1,4] dithiine derivatives 12, 25 and 29 are reported. Cyclic voltammetric studies reveal that these compounds undergo reversible single-electron oxidations at < 1.0 V, vs. Ag/AgCl. Lithiation of compound 12 with BuLi (2 equiv.) followed by addition of either methyl iodide or ethyl chloroformate yielded the unstable ring-opened acetylene derivatives 22a and 22b, respectively. A new synthesis of 1,2-diselenine derivative 33 is reported. Compound 25 formed 1:1 charge-transfer complexes with 7,7,8,8-tetracyano-p-quinodimethane (TCNQ) and with 2,5-dibromo-TCNQ, both of which were electrical insulators. The X-ray crystal structures of compound 25, a charge-transfer complex 25:Br,TCNQ (1:1 stoichiometry) and compound 33 are reported. In the structure of 25:Br,TCNQ, molecules of 25 and Br,TCNQ form mixed stacks. The folding of the donor along the S ... S vector in the complex is 17 degrees (ef. 48 degrees in pure 25) and the conformation of 25 is discussed in the light of previous studies on 1,4-dithiine derivatives. An interesting feature of the crystal structure of 33 is the formation of pseudo-dimers with two short intermolecular Se Se contacts.
• Crystal Structures and Properties of the Cation Radical and Charge Transfer Salts of 7,10-Dithiafluoroanthene
  作者：Hiryuki Tani、Yoshihiro Kawada、Nagao Azuma、Noboru Ono

  DOI：10.1080/10587259608033665

  日期：1996.3

  The cation radical (CR) and charge transfer (CT) salts of 7,10-dithiafluoroanthene with various inorganic and organic accepters were prepared either by electrocrystallization in the presence of tetraalkylammonium salts or recrystallization of the mixture of donor and accepters. The structures of these CR and CT salts were determined by X-ray crystallographic analysis and the conductivities of those salts were measured by a four probe method using compaction pellets.
• Hiroyuki Tani, Yoshihiro Kawada, Nagao Azuma, Noboru Ono, Tetrahedron Lett, 35 (1994) N 38, S 7051- 7054
  作者：Hiroyuki Tani, Yoshihiro Kawada, Nagao Azuma, Noboru Ono

  DOI：——

  日期：——
• 7,10-dithiafluoroanthene and its cation radical salt
  作者：Hiroyuki Tani、Yoshihiro Kawada、Nagao Azuma、Noboru Ono

  DOI：10.1016/0040-4039(94)88223-1

  日期：1994.9

  The first 7,10-Dithiafluoroanthene has been prepared from acenaphthenone in three steps, via ring expansion reaction of acenaphthenone ethylenedithioacetal. It was shown to be good π-donor and form highly conducting cation radical salts with PF6−. X-ray crystallographic analysis of the salt showed columnar stack structure of donors and the salt showed high electrical conductivity at room temperature

  通过a庚烯酮乙二硫缩醛的扩环反应，由a庚烯酮分三步制备了第一个7,10-二硫代氟代蒽。它被证明是良好的π供体和形式高传导阳离子自由基盐，与PF 6 - 。盐的X射线晶体学分析显示供体的柱状堆叠结构，并且盐在室温下显示出高电导率。