4,5-bis(decylthio)-2-(10-(dibromomethylene)anthracen-9(10H)-ylidene)-1,3-dithiole | 1009807-08-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: 4,5-bis(decylthio)-2-(10-(dibromomethylene)anthracen-9(10H)-ylidene)-1,3-dithiole
• 英文别名: 4,5-Bis(decylsulfanyl)-2-[10-(dibromomethylidene)anthracen-9-ylidene]-1,3-dithiole；4,5-bis(decylsulfanyl)-2-[10-(dibromomethylidene)anthracen-9-ylidene]-1,3-dithiole
• CAS: 1009807-08-2
• 化学式: C₃₈H₅₀Br₂S₄
• 分子量: 794.887
• InChiKey: WCGVMFPBROFASO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  16.4
• 重原子数：
  44
• 可旋转键数：
  20
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  101
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4,5-bis(decylthio)-2-(10-(dibromomethylene)anthracen-9(10H)-ylidene)-1,3-dithiole 、 三甲基乙炔基硅 在 bis-triphenylphosphine-palladium(II) chloride copper(l) iodide 、 三乙胺 作用下， 反应 48.0h， 以96%的产率得到(3-(10-(4,5-bis(decylthio)-1,3-dithiol-2-ylidene)anthracen-9(10H)-ylidene)penta-1,4-diyne-1,5-diyl)bis(trimethylsilane)
  参考文献：
  名称：

  Highly π-Extended TTF Analogues with a Conjugated Macrocyclic Enyne Core

  摘要：

  The synthesis of a class of highly pi-extended tetrathiafulvalene derivatives (11 a and 1b) was explored using Sonogashira macrocyclization as a key step. The solid-state structure of 1b was characterized by X-ray single crystallography, showing a substantially bent, S-shaped molecular backbone and an ordered packing geometry in a pi-alkyl-alkyl-pi stacking fashion. Electronic and redox properties of 1b were investigated by UV-vis absorption, fluorescence spectroscopy, and cyclic voltammetry.

  DOI：

  10.1021/ol703038m
• 作为产物：
  描述：

  10-(4,5-bis(decylthio)-1,3-dithiol-2-ylidene)anthracen-9(10H)-one 、 四溴化碳 在 三苯基膦 作用下， 以 二氯甲烷 为溶剂， 以91%的产率得到4,5-bis(decylthio)-2-(10-(dibromomethylene)anthracen-9(10H)-ylidene)-1,3-dithiole
  参考文献：
  名称：

  Highly π-Extended TTF Analogues with a Conjugated Macrocyclic Enyne Core

  摘要：

  The synthesis of a class of highly pi-extended tetrathiafulvalene derivatives (11 a and 1b) was explored using Sonogashira macrocyclization as a key step. The solid-state structure of 1b was characterized by X-ray single crystallography, showing a substantially bent, S-shaped molecular backbone and an ordered packing geometry in a pi-alkyl-alkyl-pi stacking fashion. Electronic and redox properties of 1b were investigated by UV-vis absorption, fluorescence spectroscopy, and cyclic voltammetry.

  DOI：

  10.1021/ol703038m

文献信息

• Highly π-Extended TTF Analogues with a Conjugated Macrocyclic Enyne Core
  作者：Guang Chen、Li Wang、David W. Thompson、Yuming Zhao

  DOI：10.1021/ol703038m

  日期：2008.2.1

  The synthesis of a class of highly pi-extended tetrathiafulvalene derivatives (11 a and 1b) was explored using Sonogashira macrocyclization as a key step. The solid-state structure of 1b was characterized by X-ray single crystallography, showing a substantially bent, S-shaped molecular backbone and an ordered packing geometry in a pi-alkyl-alkyl-pi stacking fashion. Electronic and redox properties of 1b were investigated by UV-vis absorption, fluorescence spectroscopy, and cyclic voltammetry.