8-[4,5-bis(methylsulfanyl)-1,3-dithiol-2-ylidene]-3,13-bis[4,5-bis(pentylsulfanyl)-1,3-dithiol-2-ylidene]-7,9-dithiapentacyclo[13.2.1.02,14.04,12.06,10]octadeca-4,6(10),11,16-tetraene | 245525-56-8

• 分子结构分类: 有机化合物
• 英文名称: 8-[4,5-bis(methylsulfanyl)-1,3-dithiol-2-ylidene]-3,13-bis[4,5-bis(pentylsulfanyl)-1,3-dithiol-2-ylidene]-7,9-dithiapentacyclo[13.2.1.02,14.04,12.06,10]octadeca-4,6(10),11,16-tetraene
• CAS: 245525-56-8
• 化学式: C₄₇H₆₀S₁₄
• 分子量: 1073.92
• InChiKey: IUJWPPOSZOHRKF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  21.04
• 重原子数：
  61.0
• 可旋转键数：
  22.0
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  0.0
• 氢给体数：
  0.0
• 氢受体数：
  14.0

反应信息

• 作为反应物：
  描述：

  8-[4,5-bis(methylsulfanyl)-1,3-dithiol-2-ylidene]-3,13-bis[4,5-bis(pentylsulfanyl)-1,3-dithiol-2-ylidene]-7,9-dithiapentacyclo[13.2.1.02,14.04,12.06,10]octadeca-4,6(10),11,16-tetraene 170.0 ℃ 、66.66 Pa 条件下， 反应 2.0h， 以100%的产率得到2-(4,5-Bis-methylsulfanyl-[1,3]dithiol-2-ylidene)-5,8-bis-(4,5-bis-pentylsulfanyl-[1,3]dithiol-2-ylidene)-5,8-dihydro-naphtho[2,3-d][1,3]dithiole
  参考文献：
  名称：

  A new strategy to reach highly extended and quinonoid tetrathiafulvalene (TTF) derivatives

  摘要：

  2,3-Bis(bromomethyl)TTFs 4 are used as precursors of 2,3-dimethylene-[2H]-TTFs 5 to reach cycloadducts of high synthetic interest via a [4+2] cycloaddition with quinonic derivatives. Subsequent Horner-Wadsworth-Emmons olefinations with a 1,3-dithiole phosphonate anion afforded highly extended and sulfur-rich analogs of tetrathiafulvalene 1. (C) 1999 Published by Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(99)01162-4
• 作为产物：
  描述：

  4,5-Dimethylene-4',5'-bis-methylsulfanyl-4,5-dihydro-[2,2']bi[[1,3]dithiolylidene] 在 正丁基锂 作用下， 以 四氢呋喃 为溶剂， 生成 8-[4,5-bis(methylsulfanyl)-1,3-dithiol-2-ylidene]-3,13-bis[4,5-bis(pentylsulfanyl)-1,3-dithiol-2-ylidene]-7,9-dithiapentacyclo[13.2.1.02,14.04,12.06,10]octadeca-4,6(10),11,16-tetraene
  参考文献：
  名称：

  A new strategy to reach highly extended and quinonoid tetrathiafulvalene (TTF) derivatives

  摘要：

  2,3-Bis(bromomethyl)TTFs 4 are used as precursors of 2,3-dimethylene-[2H]-TTFs 5 to reach cycloadducts of high synthetic interest via a [4+2] cycloaddition with quinonic derivatives. Subsequent Horner-Wadsworth-Emmons olefinations with a 1,3-dithiole phosphonate anion afforded highly extended and sulfur-rich analogs of tetrathiafulvalene 1. (C) 1999 Published by Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(99)01162-4