2,5-bis(2-octyldodecyl)-3,6-bis(5-((trimethylsilyl)ethynyl)thiophen-2-yl)pyrrolo[3,4-c]pyrrole-1,4(2H,5H)-dione

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻吩类
• 英文名称: 2,5-bis(2-octyldodecyl)-3,6-bis(5-((trimethylsilyl)ethynyl)thiophen-2-yl)pyrrolo[3,4-c]pyrrole-1,4(2H,5H)-dione
• 英文别名: 2,5-Bis(2-decylicosyl)-1,4-bis[5-(2-trimethylsilylethynyl)thiophen-2-yl]pyrrolo[3,4-c]pyrrole-3,6-dione；2,5-bis(2-decylicosyl)-1,4-bis[5-(2-trimethylsilylethynyl)thiophen-2-yl]pyrrolo[3,4-c]pyrrole-3,6-dione
• 化学式: C₈₄H₁₄₄N₂O₂S₂Si₂
• 分子量: 1334.38
• InChiKey: GTTLVGIHRVCVCU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  27.67
• 重原子数：
  92
• 可旋转键数：
  62
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.79
• 拓扑面积：
  97.1
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2,5-bis(2-octyldodecyl)-3,6-bis(5-((trimethylsilyl)ethynyl)thiophen-2-yl)pyrrolo[3,4-c]pyrrole-1,4(2H,5H)-dione 在 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 生成 2,5-Bis(2-decylicosyl)-1,4-bis(5-ethynylthiophen-2-yl)pyrrolo[3,4-c]pyrrole-3,6-dione
  参考文献：
  名称：

  Chemodosimeter approach: Selective detection of fluoride ion using a diketopyrrolopyrrole derivative

  摘要：

  A diketopyrrolopyrrole derivative was synthesized and designed with two trimethylsilyl groups to allow for sensitive, selective and fast recognition of fluoride ions by using a chemodosimeter approach. The probe exhibited a blue shift in the absorption and emission spectra in the presence of fluoride ions due to deprotection of the electron donating trimethylsilyl groups in the probe. UV-vis absorption, fluorescence, density functional theory and cyclic voltammetry studies indicated fluoride triggered cleavage of the Si-C bond resulting in the blue spectral shift. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.dyepig.2013.12.006
• 作为产物：
  描述：

  1,4-Bis(5-bromothiophen-2-yl)-2,5-bis(2-decylicosyl)pyrrolo[3,4-c]pyrrole-3,6-dione 、 三甲基乙炔基硅 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 三乙胺 、 三苯基膦 作用下， 以 四氢呋喃 为溶剂， 反应 3.0h， 以86%的产率得到2,5-bis(2-octyldodecyl)-3,6-bis(5-((trimethylsilyl)ethynyl)thiophen-2-yl)pyrrolo[3,4-c]pyrrole-1,4(2H,5H)-dione
  参考文献：
  名称：

  Chemodosimeter approach: Selective detection of fluoride ion using a diketopyrrolopyrrole derivative

  摘要：

  A diketopyrrolopyrrole derivative was synthesized and designed with two trimethylsilyl groups to allow for sensitive, selective and fast recognition of fluoride ions by using a chemodosimeter approach. The probe exhibited a blue shift in the absorption and emission spectra in the presence of fluoride ions due to deprotection of the electron donating trimethylsilyl groups in the probe. UV-vis absorption, fluorescence, density functional theory and cyclic voltammetry studies indicated fluoride triggered cleavage of the Si-C bond resulting in the blue spectral shift. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.dyepig.2013.12.006

文献信息

• Chemodosimeter approach: Selective detection of fluoride ion using a diketopyrrolopyrrole derivative
  作者：Matinder Kaur、Min Ju Cho、Dong Hoon Choi

  DOI：10.1016/j.dyepig.2013.12.006

  日期：2014.4

  A diketopyrrolopyrrole derivative was synthesized and designed with two trimethylsilyl groups to allow for sensitive, selective and fast recognition of fluoride ions by using a chemodosimeter approach. The probe exhibited a blue shift in the absorption and emission spectra in the presence of fluoride ions due to deprotection of the electron donating trimethylsilyl groups in the probe. UV-vis absorption, fluorescence, density functional theory and cyclic voltammetry studies indicated fluoride triggered cleavage of the Si-C bond resulting in the blue spectral shift. (C) 2013 Elsevier Ltd. All rights reserved.