β,β-di(4'-aminophenylethynyl)-4-nitrostyrene | 1107616-68-1

• 分子结构分类: 有机化合物 - 木脂素、新木脂素和相关化合物
• 英文名称: β,β-di(4'-aminophenylethynyl)-4-nitrostyrene
• 英文别名: β,β-bis(4-aminophenylethynyl)-4-nitrostyrene
• CAS: 1107616-68-1
• 化学式: C₂₄H₁₇N₃O₂
• 分子量: 379.418
• InChiKey: VULZRVTZBMICGR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.25
• 重原子数：
  29.0
• 可旋转键数：
  2.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  95.18
• 氢给体数：
  2.0
• 氢受体数：
  4.0

反应信息

• 作为产物：
  描述：

  对硝基苯甲醛 在 palladium diacetate 、 三乙胺 、 三苯基膦 作用下， 以 二氯甲烷 为溶剂， 生成 β,β-di(4'-aminophenylethynyl)-4-nitrostyrene
  参考文献：
  名称：

  Novel push–pull dendrons with high excited state dipole moments. Synthesis and theoretical analysis of unusual “branched electron distribution”

  摘要：

  The synthesis of novel highly delocalized push-pull dendrons is described. A modified protocol to conventional C-C coupling reaction was used with moderate yields. The excited state dipole moments of synthesized dendrons were estimated by the solvatochromic model using the E-T(N) polarity scale. In case of dendron of second generation with donor-acceptor groups, values around 23 D are obtained, denoting an efficient charge separation crucial in photovoltaic processes. From the theoretical analysis, there is a clear evidence of highly efficient electron delocalization in case of push-pull dendrons. The chosen theoretical model (M05-2X/cc-pVDZ) to describe the electronic behavior of the molecules under study was very precise in the estimation of dipole moments in excited state, with differences of 0.5-2.2 D, compared with the values obtained by the solvatochromic model. (C) 2014 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molstruc.2014.12.043

文献信息

• Push-pull hyperbranched molecules. A theoretical study
  作者：Estrella Ramos、Patricia Guadarrama、Gerardo Terán、Serguei Fomine

  DOI：10.1002/poc.1417

  日期：2009.1

  excited states of push–pull hyperbranched molecules bearing amino and nitro terminal groups have been studied at BB1K/cc‐pvdz//HF/6‐31g(d), TD‐BB1K/cc‐pvdz//HF/6‐31g(d) and TD‐BB1K/cc‐pvdz//CIS/6‐31g(d) levels of theory, respectively. It was demonstrated that dendritic architecture of push–pull molecules favours the charge transfer in the excited state compared to linear molecules. The possibility of

  在BB1K / cc-pvdz // HF / 6-31g（d），TD-BB1K / cc-pvdz // HF / 6-31g（d）和TD-BB1K / cc-pvdz // CIS / 6-31g（d）的理论水平。结果表明，与线性分子相比，推挽式分子的树状结构有利于激发态的电荷转移。采取平面构型的可能性是激发态下电荷转移的重要条件。根据计算，供体基团与受主基团之比为1：1是在激发态下强电荷分离表现的另一个重要前提。如果硝基比氨基过量，某些参与S0→S1跃迁的激发有利于在激发态下沿相反方向进行电荷转移，从而减小了电荷分离。版权所有©2008 John Wiley＆Sons，Ltd.