10-decyl-2,8-diethyl-5,5-bis((4-iodophenyl)ethynyl)-1,3,7,9-tetramethyl-5H-5l4-dipyrrolo[1,2-c:2',1'-f][1,3,2]diazaborinin-4-ium | 1084895-82-8

• 英文名称: 10-decyl-2,8-diethyl-5,5-bis((4-iodophenyl)ethynyl)-1,3,7,9-tetramethyl-5H-5l4-dipyrrolo[1,2-c:2',1'-f][1,3,2]diazaborinin-4-ium
• CAS: 1084895-82-8
• 化学式: C₄₃H₅₁BI₂N₂
• 分子量: 860.511
• InChiKey: VGANJDJGVYSWTL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  None
• 重原子数：
  None
• 可旋转键数：
  None
• 环数：
  None
• sp3杂化的碳原子比例：
  None
• 拓扑面积：
  None
• 氢给体数：
  None
• 氢受体数：
  None

反应信息

• 作为反应物：
  描述：

  1,4-diethynyl-2,5-bis(trifluoromethyl)benzene 、 10-decyl-2,8-diethyl-5,5-bis((4-iodophenyl)ethynyl)-1,3,7,9-tetramethyl-5H-5l4-dipyrrolo[1,2-c:2',1'-f][1,3,2]diazaborinin-4-ium 在 catalyst: Pd(P(C₆H₅)3)4/CuI 作用下， 以 四氢呋喃 、 三乙胺 为溶剂， 生成
  参考文献：
  名称：

  Highly Luminescent BODIPY-Based Organoboron Polymer Exhibiting Supramolecular Self-Assemble Structure

  摘要：

  A novel class of rod-coil type-organoboron polymers with p-phenylene-ethynylene as the rod segment and long alkyl chain (decyl group) as coil segment has been prepared from a Sonogashira-Hagihara coupling reaction of a BODIPY-based monomer having bis-iodophenyl and decyl groups with diyne monomers, 1,4-diethynylbenzene (a), 1,4-diethynyl-2,5bis(trifluoromethyl)benzene (b), and 2,7-diethynyl-9,9-dihexyl-9H-fluorene (c). The characterization by means of scanning electron microscopy (SEM) and transmission electron microscopy (TEM) revealed the strong tendency of the obtained polymers, 2a, 2b, and 2c, to self-assemble into particles in solution and as-casted films on a mu m-nm scale. Especially, 2a showed the presence of nm-sized particles and mu m-sized fiber-like structures formed by aggregation of each particle. Further, in CHCl3, the gelation of 2a by three-dimensional aggregation of each fiber was observed at room temperature after 24 h. Their luminescent properties showed high energy transfer efficiency from pi-conjugated polymer linkers to BODIPY moieties (Phi(F) > 71%).

  DOI：

  10.1021/ja806939w
• 作为产物：
  描述：

  、 1-乙炔-4-碘苯 在 乙基溴化镁 作用下， 以 四氢呋喃 为溶剂， 反应 6.0h， 以71%的产率得到10-decyl-2,8-diethyl-5,5-bis((4-iodophenyl)ethynyl)-1,3,7,9-tetramethyl-5H-5l4-dipyrrolo[1,2-c:2',1'-f][1,3,2]diazaborinin-4-ium
  参考文献：
  名称：

  Highly Luminescent BODIPY-Based Organoboron Polymer Exhibiting Supramolecular Self-Assemble Structure

  摘要：

  A novel class of rod-coil type-organoboron polymers with p-phenylene-ethynylene as the rod segment and long alkyl chain (decyl group) as coil segment has been prepared from a Sonogashira-Hagihara coupling reaction of a BODIPY-based monomer having bis-iodophenyl and decyl groups with diyne monomers, 1,4-diethynylbenzene (a), 1,4-diethynyl-2,5bis(trifluoromethyl)benzene (b), and 2,7-diethynyl-9,9-dihexyl-9H-fluorene (c). The characterization by means of scanning electron microscopy (SEM) and transmission electron microscopy (TEM) revealed the strong tendency of the obtained polymers, 2a, 2b, and 2c, to self-assemble into particles in solution and as-casted films on a mu m-nm scale. Especially, 2a showed the presence of nm-sized particles and mu m-sized fiber-like structures formed by aggregation of each particle. Further, in CHCl3, the gelation of 2a by three-dimensional aggregation of each fiber was observed at room temperature after 24 h. Their luminescent properties showed high energy transfer efficiency from pi-conjugated polymer linkers to BODIPY moieties (Phi(F) > 71%).

  DOI：

  10.1021/ja806939w