2-carbaldehyde-7,12-dibromo-5,5,10,10,15,15-hexahexyltruxene | 1345841-09-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 英文名称: 2-carbaldehyde-7,12-dibromo-5,5,10,10,15,15-hexahexyltruxene
• CAS: 1345841-09-9
• 化学式: C₆₄H₈₈Br₂O
• 分子量: 1033.21
• InChiKey: XZAUONFIOJEVTE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  21.65
• 重原子数：
  67.0
• 可旋转键数：
  31.0
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.61
• 拓扑面积：
  17.07
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  5,5',10,10',15,15'-hexahexyltruxene-2-boronic acid 、 2-carbaldehyde-7,12-dibromo-5,5,10,10,15,15-hexahexyltruxene 在 四(三苯基膦)钯 、 sodium carbonate 作用下， 以 四氢呋喃 为溶剂， 以60%的产率得到2-carbaldehyde-7,12-di(5,5,10,10,15,15-hexahexyltruxene-2-yl)-5,5,10,10,15,15-hexahexyltruxene
  参考文献：
  名称：

  Singlet and Triplet Energy Transfers in Tetra-(meso-truxene)zinc(II)- and Tetra-(meso-tritruxene)zinc(II) Porphyrin and Porphyrin-Free Base Dendrimers

  摘要：

  The synthesis, optical properties, and energy transfer features of four dendrimers composed of meso-tetrasubstituted zinc(II) porphyrin (ZnP) or a free base (P) central core, where the substituents are four truxene (Tru) or four tritruxene dendrons (TriTru), TruP, TriTruP, TruZnP, and TriTruZnP, are reported. Selective excitation of the truxene donors results in a photoinduced singlet energy transfer from the truxenes to the porphyrin acceptor. The rates for singlet energy transfer (k(ET)), evaluated from the change in the fluorescence lifetime of the donors (Tru and TriTru) in the presence and absence of the acceptor (P or ZnP) for TruP, TruZnP, TriTruP, and TriTruZnP, are 5.9, 1.2, 0.87, and 0.74 (ns)(-1) at 298 K and 2.6, 2.6, 2.7, and 1.2 (ns)(-1) at 77 K, respectively. A slow triplet-triplet energy transfer from tnixene to porphyrin cores in glassy 2MeTHF at 77 K is also reported with rates of 1.3 x 10(3) and 0.10 X 10(2) s(-1) for TruZnP and TriTruZnP, respectively. Tithe Dexter mechanism for the triplet energy transfers is considered, these slow rates are easily explained by a poor orbital overlap between the truxene and porphyrin pi systems. The fluorescence quantum yields (Phi(F)) are 0.20 and 0.16 for TruP and TriTruP and 0.08 and 0.10 for TruZnP and TriTruZnP, respectively at 298 K At 298 K, a phosphorescence from TruZnP at 795 nm was also observed and is associated with the ZnP chromophore.

  DOI：

  10.1021/ic2013667
• 作为产物：
  描述：

  2-carbaldehyde-5,5,10,10,15,15-hexahexyltruxene 在 iron(III) chloride 、 溴 作用下， 以 氯仿 为溶剂， 反应 25.0h， 以96%的产率得到2-carbaldehyde-7,12-dibromo-5,5,10,10,15,15-hexahexyltruxene
  参考文献：
  名称：

  Singlet and Triplet Energy Transfers in Tetra-(meso-truxene)zinc(II)- and Tetra-(meso-tritruxene)zinc(II) Porphyrin and Porphyrin-Free Base Dendrimers

  摘要：

  The synthesis, optical properties, and energy transfer features of four dendrimers composed of meso-tetrasubstituted zinc(II) porphyrin (ZnP) or a free base (P) central core, where the substituents are four truxene (Tru) or four tritruxene dendrons (TriTru), TruP, TriTruP, TruZnP, and TriTruZnP, are reported. Selective excitation of the truxene donors results in a photoinduced singlet energy transfer from the truxenes to the porphyrin acceptor. The rates for singlet energy transfer (k(ET)), evaluated from the change in the fluorescence lifetime of the donors (Tru and TriTru) in the presence and absence of the acceptor (P or ZnP) for TruP, TruZnP, TriTruP, and TriTruZnP, are 5.9, 1.2, 0.87, and 0.74 (ns)(-1) at 298 K and 2.6, 2.6, 2.7, and 1.2 (ns)(-1) at 77 K, respectively. A slow triplet-triplet energy transfer from tnixene to porphyrin cores in glassy 2MeTHF at 77 K is also reported with rates of 1.3 x 10(3) and 0.10 X 10(2) s(-1) for TruZnP and TriTruZnP, respectively. Tithe Dexter mechanism for the triplet energy transfers is considered, these slow rates are easily explained by a poor orbital overlap between the truxene and porphyrin pi systems. The fluorescence quantum yields (Phi(F)) are 0.20 and 0.16 for TruP and TriTruP and 0.08 and 0.10 for TruZnP and TriTruZnP, respectively at 298 K At 298 K, a phosphorescence from TruZnP at 795 nm was also observed and is associated with the ZnP chromophore.

  DOI：

  10.1021/ic2013667