1-ethynylperylene | 870447-25-9

• 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: 1-ethynylperylene
• CAS: 870447-25-9
• 化学式: C₂₂H₁₂
• 分子量: 276.337
• InChiKey: RNHFLGPGAUZXEJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6
• 重原子数：
  22
• 可旋转键数：
  1
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  1-ethynylperylene 在 正丁基锂 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 生成 1-lithioethynylperylene
  参考文献：
  名称：

  Rapid Energy Transfer in Cascade-Type Bodipy Dyes

  摘要：

  Three new molecular dyads, comprising a bora-3a,4a-diaza-s-indacene (Bodipy) dye linked to two aromatic polycycles via the boron center, have been synthesized and fully characterized. The polycyclic compounds are either pyrene or perylene, or a mixture of both. Whereas the absorption spectral profiles contain important contributions from each of the subunits, fluorescence occurs exclusively from the Bodipy fragment. Intramolecular excitation energy transfer is extremely efficient in each case, even though spectral overlap integrals for the pyrene-based system are modest. Although these polycycles are sterically congested, molecular dynamics simulations indicate that they are in dynamic motion, and this hinders proper computation of the orientation factors for Forster-type energy transfer. These new dyes, especially the mixed polycycle system, greatly extend the range of excitation wavelengths that can be used for fluorescence microscopy.

  DOI：

  10.1021/ja0631448

文献信息

• Energy- and Charge-Transfer Processes in a Perylene–BODIPY–Pyridine Tripartite Array
  作者：Mohammed A. H. Alamiry、Anthony Harriman、Laura J. Mallon、Gilles Ulrich、Raymond Ziessel

  DOI：10.1002/ejoc.200800159

  日期：2008.6

  not normally seen for F-type BODIPY dyes. This new escape route is further exposed by the application of high pressure. The meso-pyridine group is a passive bystander until protons are added to the system. Then, protonation of the pyridine N atom leads to complete extinction of fluorescence from the BODIPY dye and slight recovery of fluorescence from the perylene units. Quenching of BODIPY-based fluorescence

  合成了一种新型硼二吡咯亚甲基 (BODIPY) 染料，其中通常与硼中心结合的 F 原子已被 1-乙炔基苝单元替换，并且在中间位置连接了 4-吡啶残基。苝单元在 350 至 480 nm 的波长范围内用作光子收集器。尽管光谱重叠积分不利，但从苝单元的单线激发态到相邻的 BODIPY 残基发生了快速的能量转移，该残基本身具有强荧光性。室温下的平均能量转移时间为 7 ± 2 ps。能量转移过程的主要机制是 Dexter 型电子交换，Forster 型偶极-偶极相互作用占总转移概率的不到 10%。在该系统中没有光诱导电子转移的迹象，尽管有证据表明 F 型 BODIPY 染料通常不存在非辐射衰变通道。这条新的逃生路线在高压下进一步暴露。内消旋吡啶基团是被动旁观者，直到质子被添加到系统中。然后，吡啶 N 原子的质子化导致 BODIPY 染料的荧光完全消失，苝单元的荧光略微恢复。基于 BODIPY 的荧
• Synthesis of perylene-porphyrin building blocks and polymers thereof for the production of light-harvesting arrays
  申请人：——

  公开号：US20030075216A1

  公开（公告）日：2003-04-24

  The present invention provides methods, compounds, and compositions for the synthesis of light harvesting arrays, such arrays comprising: (a) a first substrate comprising a first electrode; and (b) a layer of light harvesting rods electrically coupled to said first electrode, each of said light harvesting rods comprising a polymer of Formula I: X 1 &Parenopenst;X m+1 ) m (I) wherein m is at least 1; X 1 is a charge separation group, and X 2 through X m+1 are chromophores. At least one of X 2 through X m+1 has at least one perylene group coupled thereto.

  本发明提供了用于合成光收集阵列的方法、化合物和组合物，其中所述阵列包括：(a)第一基底，包括第一电极；以及(b)与所述第一电极电性耦合的光收集棒层，每个所述光收集棒包括式I：X1&Parenopenst;Xm+1)m(I)的聚合物，其中m至少为1；X1是一个电荷分离基团，X2至Xm+1是色团。X2至Xm+1中至少有一个与至少一个苝基团耦合。
• Rapid Energy Transfer in Cascade-Type Bodipy Dyes
  作者：Anthony Harriman、Guillaume Izzet、Raymond Ziessel

  DOI：10.1021/ja0631448

  日期：2006.8.1

  Three new molecular dyads, comprising a bora-3a,4a-diaza-s-indacene (Bodipy) dye linked to two aromatic polycycles via the boron center, have been synthesized and fully characterized. The polycyclic compounds are either pyrene or perylene, or a mixture of both. Whereas the absorption spectral profiles contain important contributions from each of the subunits, fluorescence occurs exclusively from the Bodipy fragment. Intramolecular excitation energy transfer is extremely efficient in each case, even though spectral overlap integrals for the pyrene-based system are modest. Although these polycycles are sterically congested, molecular dynamics simulations indicate that they are in dynamic motion, and this hinders proper computation of the orientation factors for Forster-type energy transfer. These new dyes, especially the mixed polycycle system, greatly extend the range of excitation wavelengths that can be used for fluorescence microscopy.