2-(5-((9,9-didecyl-7-nitro-9H-fluoren-2-yl)ethynyl)-thiophen-2-yl)benzothiazole | 1225449-61-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 英文名称: 2-(5-((9,9-didecyl-7-nitro-9H-fluoren-2-yl)ethynyl)-thiophen-2-yl)benzothiazole
• 英文别名: 2-[5-[2-(9,9-Didecyl-7-nitrofluoren-2-yl)ethynyl]thiophen-2-yl]-1,3-benzothiazole
• CAS: 1225449-61-5
• 化学式: C₄₆H₅₄N₂O₂S₂
• 分子量: 731.079
• InChiKey: TWUJFRQWUAEVOJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  17.9
• 重原子数：
  52
• 可旋转键数：
  21
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  115
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-(5-((9,9-didecyl-7-nitro-9H-fluoren-2-yl)ethynyl)-thiophen-2-yl)benzothiazole 在 hydrazine hydrate monohydrate 、 palladium 10% on activated carbon 作用下， 以 四氢呋喃 、 乙醇 为溶剂， 以87%的产率得到7-((5-(benzothiazol-2-yl)thiophen-2-yl)ethynyl)-9,9-didecyl-9H-fluoren-2-amine
  参考文献：
  名称：

  A Series of Fluorene-Based Two-Photon Absorbing Molecules: Synthesis, Linear and Nonlinear Characterization, and Bioimaging

  摘要：

  The synthesis, structural, and photophysical characterization of a series of new fluorescent donor acceptor and acceptor-acceptor molecules, based on the fluorenyl ring system, with two-photon absorbing properties is described. These new compounds exhibited large Stokes shifts, high fluorescence quantum yields, and significantly, high two-photon absorption cross sections, making them well suited for two-photon fluorescence microscopy imaging. Confocal and two-photon fluorescence microscopy imaging of COS-7 and HCT 116 cells incubated with probe I showed endosomal selectivity, demonstrating the potential of this class of fluorescent probes in multiphoton fluorescence microscopy.

  DOI：

  10.1021/jo1005075
• 作为产物：
  描述：

  2-(5-ethynylthiophen-2-yl)benzothiazole 、 9,9-didecyl-2-iodo-7-nitro-9H-fluorene 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 三乙胺 作用下， 以 甲苯 为溶剂， 反应 12.0h， 以55%的产率得到2-(5-((9,9-didecyl-7-nitro-9H-fluoren-2-yl)ethynyl)-thiophen-2-yl)benzothiazole
  参考文献：
  名称：

  A Series of Fluorene-Based Two-Photon Absorbing Molecules: Synthesis, Linear and Nonlinear Characterization, and Bioimaging

  摘要：

  The synthesis, structural, and photophysical characterization of a series of new fluorescent donor acceptor and acceptor-acceptor molecules, based on the fluorenyl ring system, with two-photon absorbing properties is described. These new compounds exhibited large Stokes shifts, high fluorescence quantum yields, and significantly, high two-photon absorption cross sections, making them well suited for two-photon fluorescence microscopy imaging. Confocal and two-photon fluorescence microscopy imaging of COS-7 and HCT 116 cells incubated with probe I showed endosomal selectivity, demonstrating the potential of this class of fluorescent probes in multiphoton fluorescence microscopy.

  DOI：

  10.1021/jo1005075