N,N-dicyclohexyl-1-dodecyloxy-7-(1-ethynyl-4-(2-phenylethynyl)benzene)perylene-3,4,9,10-tetracarboxydiimide | 1204779-41-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 菲及其衍生物
• 英文名称: N,N-dicyclohexyl-1-dodecyloxy-7-(1-ethynyl-4-(2-phenylethynyl)benzene)perylene-3,4,9,10-tetracarboxydiimide
• CAS: 1204779-41-8
• 化学式: C₆₄H₆₂N₂O₅
• 分子量: 939.207
• InChiKey: HNNNSLTYFBTAKW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  14.69
• 重原子数：
  71.0
• 可旋转键数：
  14.0
• 环数：
  11.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  83.99
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为产物：
  描述：

  碘苯 、 N,N-dicyclohexyl-1-dodecyloxy-7-(1,4-diethynylbenzene)perylene-3,4,9,10-tetracarboxydiimide 在 copper(l) iodide 、 四(三苯基膦)钯 、 三乙胺 作用下， 以53%的产率得到N,N-dicyclohexyl-1-dodecyloxy-7-(1-ethynyl-4-(2-phenylethynyl)benzene)perylene-3,4,9,10-tetracarboxydiimide
  参考文献：
  名称：

  Synthesis and quantum chemical study of PDI derivatives with phenylalkynyl groups at the bay position

  摘要：

  Six new perylenetetracarboxylic dimide (PDI) compounds were prepared by introducing alkynyl or alkynylphenyl groups with different length to the bay position of PDI ring. The UV-vis absorption and emission spectra of these new compounds were recorded The red-shift on the maximum absorption and emission peaks revealed the efficient participation of the side conjugation chain to the whole conjugation system. The molecular structure, the frontier molecular orbital and the energy gaps between the highest occupied orbital (HOMO) and the lowest un-occupied orbital (LUMO) were calculated with DFT method. The results show good consistent with the experimental results. The absorption and emission spectra of these six compounds were also simulated with TD-B3lyp/6-31g(d) and TD-PBE1PBE/6-31g(d) methods The simulated results for the compounds with short side conjugation chain show better response to the experimental results However. the quantum calculation on the compounds with long conjugated side chain do not give satisfied results because of the significant electron transfer characteristics in the excited states (C) 2009 Elsevier B.V All rights reserved

  DOI：

  10.1016/j.molstruc.2009.09.035