[2,2']Bi[[1,3]dithiolylidene]-4-carboxylic acid 2-([2,2']bi[[1,3]dithiolylidene]-4-ylsulfanyl)-ethyl ester | 142701-12-0

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 乙烯基硫酯
• 英文名称: [2,2']Bi[[1,3]dithiolylidene]-4-carboxylic acid 2-([2,2']bi[[1,3]dithiolylidene]-4-ylsulfanyl)-ethyl ester
• 英文别名: 2-[[2-(1,3-Dithiol-2-ylidene)-1,3-dithiol-4-yl]sulfanyl]ethyl 2-(1,3-dithiol-2-ylidene)-1,3-dithiole-4-carboxylate
• CAS: 142701-12-0
• 化学式: C₁₅H₁₀O₂S₉
• 分子量: 510.837
• InChiKey: KHGNGFAHRLWMMZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  26
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  254
• 氢给体数：
  0
• 氢受体数：
  11

反应信息

• 作为产物：
  描述：

  四硫富瓦烯 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 3.0h， 生成 [2,2']Bi[[1,3]dithiolylidene]-4-carboxylic acid 2-([2,2']bi[[1,3]dithiolylidene]-4-ylsulfanyl)-ethyl ester
  参考文献：
  名称：

  Bis- and tris(tetrathiafulvalenes) (TTFs) derived from reactions of the TTF-thiolate anion

  摘要：

  A range of new bis- and tris-TTF derivatives has been prepared using the TTF-thiolate anion 2 as a key intermediate. Thiolate anion 2 reacts with 2-bromoethanol to yield alcohol 3 from which the bis- and tris-TTF systems 4-7 have been obtained by reaction with the appropriate acid chloride. Subsequent reactions of the malonate anion of dimeric TTF 7 yield derivatives 8-10, which include the amphiphilic system 8. Thiolate anion 2 reacts with bis- and tris(bromomethyl)benzene to yield bis- and tris-TTF derivatives 11 and 12, respectively. Thioester 13, which serves as a shelf-stable precursor of thiolate anion 2, has been used in the synthesis of bis-TTF systems 17 and 18. The solution electrochemistry of the new multi-TTF derivatives has been studied by cyclic voltammetry, which reveals that the TTF moieties do not interact to any significant extent.

  DOI：

  10.1021/jo00044a020

文献信息

• Bis- and tris(tetrathiafulvalenes) (TTFs) derived from reactions of the TTF-thiolate anion
  作者：Martin R. Bryce、Gary J. Marshallsay、Adrian J. Moore

  DOI：10.1021/jo00044a020

  日期：1992.8

  A range of new bis- and tris-TTF derivatives has been prepared using the TTF-thiolate anion 2 as a key intermediate. Thiolate anion 2 reacts with 2-bromoethanol to yield alcohol 3 from which the bis- and tris-TTF systems 4-7 have been obtained by reaction with the appropriate acid chloride. Subsequent reactions of the malonate anion of dimeric TTF 7 yield derivatives 8-10, which include the amphiphilic system 8. Thiolate anion 2 reacts with bis- and tris(bromomethyl)benzene to yield bis- and tris-TTF derivatives 11 and 12, respectively. Thioester 13, which serves as a shelf-stable precursor of thiolate anion 2, has been used in the synthesis of bis-TTF systems 17 and 18. The solution electrochemistry of the new multi-TTF derivatives has been studied by cyclic voltammetry, which reveals that the TTF moieties do not interact to any significant extent.