o-Xylene-α,α'-diylidenebis(4,5-dicarbomethoxy-1,3-dithiole) | 88430-83-5

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: o-Xylene-α,α'-diylidenebis(4,5-dicarbomethoxy-1,3-dithiole)
• 英文别名: Dimethyl 2-(2-((4,5-bis(methoxycarbonyl)-1,3-dithiol-2-ylidene)methyl)benzylidene)-1,3-dithiole-4,5-dicarboxylate；dimethyl 2-[[2-[[4,5-bis(methoxycarbonyl)-1,3-dithiol-2-ylidene]methyl]phenyl]methylidene]-1,3-dithiole-4,5-dicarboxylate
• CAS: 88430-83-5
• 化学式: C₂₂H₁₈O₈S₄
• 分子量: 538.644
• InChiKey: SLKXKOQTWRMZGY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  34
• 可旋转键数：
  10
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  206
• 氢给体数：
  0
• 氢受体数：
  12

反应信息

• 作为反应物：
  描述：

  o-Xylene-α,α'-diylidenebis(4,5-dicarbomethoxy-1,3-dithiole) 在 溴 作用下， 以 四氯化碳 为溶剂， 以79.3%的产率得到9-(4,5-Bis-methoxycarbonyl-[1,3]dithiol-2-ylidene)-9H-indeno[1,2-b][1,4]dithiine-2,3-dicarboxylic acid dimethyl ester
  参考文献：
  名称：

  Novel oxidative rearrangement of o-xylene-.alpha.,.alpha.'-diylidenebis(4,5-dicarbomethoxy-1,3-dithiole)

  摘要：

  DOI：

  10.1021/jo00178a038
• 作为产物：
  描述：

  (4,5-dicarbomethoxy-1,3-dithiolyl)triphenylphosphonium tetrafluoroborate 、 邻苯二甲醛 在 三乙胺 作用下， 以 乙腈 为溶剂， 反应 5.0h， 以92%的产率得到o-Xylene-α,α'-diylidenebis(4,5-dicarbomethoxy-1,3-dithiole)
  参考文献：
  名称：

  Novel oxidative rearrangement of o-xylene-.alpha.,.alpha.'-diylidenebis(4,5-dicarbomethoxy-1,3-dithiole)

  摘要：

  DOI：

  10.1021/jo00178a038

文献信息

• 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。
• 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.
• LAKSHMIKANTHAM, M. V.;CAVA, M. P.;CARROLL, P. J., J. ORG. CHEM., 1984, 49, N 4, 726-728
  作者：LAKSHMIKANTHAM, M. V.、CAVA, M. P.、CARROLL, P. J.

  DOI：——

  日期：——
• Novel oxidative rearrangement of o-xylene-.alpha.,.alpha.'-diylidenebis(4,5-dicarbomethoxy-1,3-dithiole)
  作者：M. V. Lakshmikantham、Michael P. Cava、Patrick J. Carroll

  DOI：10.1021/jo00178a038

  日期：1984.2