2-[4,5-Bis(pentylsulfanyl)-1,3-dithiol-2-ylidene]naphtho[3,2-f][1,3]benzodithiole-5,10-dione | 245525-52-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: 2-[4,5-Bis(pentylsulfanyl)-1,3-dithiol-2-ylidene]naphtho[3,2-f][1,3]benzodithiole-5,10-dione
• CAS: 245525-52-4
• 化学式: C₂₈H₂₈O₂S₆
• 分子量: 588.925
• InChiKey: XIRLZQWQCBJXMS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.9
• 重原子数：
  36
• 可旋转键数：
  10
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  186
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  dimethyl 4,5-bis(methylthio)-1,3-dithiole phosphonate ester 、 2-[4,5-Bis(pentylsulfanyl)-1,3-dithiol-2-ylidene]naphtho[3,2-f][1,3]benzodithiole-5,10-dione 在 正丁基锂 作用下， 以 四氢呋喃 为溶剂， 以82%的产率得到5,10-Bis[4,5-bis(methylsulfanyl)-1,3-dithiol-2-ylidene]-2-[4,5-bis(pentylsulfanyl)-1,3-dithiol-2-ylidene]naphtho[2,3-f][1,3]benzodithiole
  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：

  2,3-bis(bromomethyl)-6,7-bis(pentylsulfanyl)tetrathiafulvalene 在 magnesium 、 magnesium bromide 作用下， 以 四氢呋喃 为溶剂， 生成 2-[4,5-Bis(pentylsulfanyl)-1,3-dithiol-2-ylidene]naphtho[3,2-f][1,3]benzodithiole-5,10-dione
  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