2-[[2-(1,3-benzodithiol-2-ylidenemethyl)phenyl]methylidene]-1,3-benzodithiole | 135303-56-9

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 2-[[2-(1,3-benzodithiol-2-ylidenemethyl)phenyl]methylidene]-1,3-benzodithiole
• CAS: 135303-56-9
• 化学式: C₂₂H₁₄S₄
• 分子量: 406.617
• InChiKey: NZFBUMOVUCFMDK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.08
• 重原子数：
  26.0
• 可旋转键数：
  2.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  0.0
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  2-[[2-(1,3-benzodithiol-2-ylidenemethyl)phenyl]methylidene]-1,3-benzodithiole 在 tert-butylammonium hexafluorophosphate(V) 作用下， 以 二氯甲烷 为溶剂， 生成
  参考文献：
  名称：

  1,2-双（1,4-二硫富翁基-6-基）苯的电化学诱导分子内环化

  摘要：

  标题化合物1的恒电位氧化在2中诱导其分子内环化。提出了一种涉及质子催化作为确定步骤的机理。

  DOI：

  10.1016/s0040-4039(00)73030-9
• 作为产物：
  描述：

  1,3-苯并二硫醇-2-基膦酸二甲酯 、 邻苯二甲醛 在 正丁基锂 作用下， 生成 2-[[2-(1,3-benzodithiol-2-ylidenemethyl)phenyl]methylidene]-1,3-benzodithiole
  参考文献：
  名称：

  Extended analogues of tetrathiafulvalene (TTF): 1,2-bis, 1,4-bis and 1,2,4,5-tetrakis(1,4-dithiafulven-6-yl) benzenes; Synthesis and π-donor abilities.

  摘要：

  The title compounds are prepared by Wittig or Wittig-Horner reactions between the corresponding benzenes di- and tetracarbaldehydes and the P-reagents W or P bearing the 1,3-dithiol-2-ylidene moiety; among them, the tetrakis(dithiafulvenyl)benzene 3c is shown by cyclic voltammetry to possess the best pi-donor character and, also, is chemically or electrochemically oxidized.

  DOI：

  10.1016/0040-4039(91)80642-j

文献信息

• Acid mediated intramolecular cyclization of π-donors bearing two vicinal “cis”-branched, 1,4-dithiafulven-6-yl substituents on a CC bond
  作者：A.S. Benahmed-Gasmi、P. Frère、A. Belyasmine、K.M.A. Malik、M.B. Hursthouse、A.J. Moore、M.R. Bryce、M. Jubault、A. Gorgues

  DOI：10.1016/s0040-4039(00)60363-5

  日期：1993.3

  Cis-ethylenic analogues 1 and ortho-benzenic analogues 2 of TTF undergo a rapid acid mediated intramolecular cyclization into the corresponding cycloisomers 1' and 2' whose structures are confirmed by X-ray diffraction; as shown by cyclic voltammetry, compounds 1 may act as convenient precursors of organic metals.
• Extended analogues of tetrathiafulvalene (TTF): 1,2-bis, 1,4-bis and 1,2,4,5-tetrakis(1,4-dithiafulven-6-yl) benzenes; Synthesis and π-donor abilities.
  作者：Marc Salle、Ahmed Belyasmine、Alain Gorgues、Michel Jubault、Noël Soyer

  DOI：10.1016/0040-4039(91)80642-j

  日期：1991.6

  The title compounds are prepared by Wittig or Wittig-Horner reactions between the corresponding benzenes di- and tetracarbaldehydes and the P-reagents W or P bearing the 1,3-dithiol-2-ylidene moiety; among them, the tetrakis(dithiafulvenyl)benzene 3c is shown by cyclic voltammetry to possess the best pi-donor character and, also, is chemically or electrochemically oxidized.
• Electrochemically induced intramolecular cyclization of 1,2-bis(1,4-dithiafulven-6-yl)benzenes
  作者：Pierre Frère、Alain Gorgues、Michel Jubault、Amédée Riou、Yvon Gouriou、Jean Roncali

  DOI：10.1016/s0040-4039(00)73030-9

  日期：1994.3

  Potentiostatic oxidation of the title compounds 1 induces their intramolecular cyclization in 2. A mechanism involving a protonic catalysis as determining step is proposed.

  标题化合物1的恒电位氧化在2中诱导其分子内环化。提出了一种涉及质子催化作为确定步骤的机理。