1,5-di(bromomethyl)anthracene | 144344-01-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: 1,5-di(bromomethyl)anthracene
• 英文别名: 1,5-Bis(bromomethyl)anthracene；1,5-bis(bromomethyl)anthracene
• CAS: 144344-01-4
• 化学式: C₁₆H₁₂Br₂
• 分子量: 364.079
• InChiKey: NDLAZPCCQDKZBX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 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：

  1,5-di(bromomethyl)anthracene 在 sodium sulfide 作用下， 以 乙醇 、 苯 为溶剂， 以33%的产率得到2,15-dithia[3,3](1,5)anthracenophane
  参考文献：
  名称：

  二噻蒽中的振荡激发转移：溶液中相干光化学过程中的量子跳动

  摘要：

  通过用飞秒上转换方法探测荧光各向异性衰减，研究了 THF 溶液中二噻蒽 (DTA) 的分子内电子激发转移。在 DTA 中，已知两个蒽环平行堆叠，但方向几乎正交。出现了表观周期为 1.2 ± 0.2 ps 和阻尼时间常数为 1.0 ± 0.1 ps 的阻尼振荡。根据 Wynne 和 Hochstrasser (Wynne, K.; Hochstrasser, RMJ Raman Spectrosc. 1995, 26, 561 ）。偶极-偶极能量转移相互作用的幅度估计为 40 cm-1，这与从振荡周期推导出的实验值 (29 cm-1) 符合可接受的协议。与朱等人报道的类似 2,2'-联萘 (BN) 病例相比。(Zhu, F.; Galli, C.; Hochstra...

  DOI：

  10.1021/jp012455w
• 作为产物：
  描述：

  二甲基蒽-1,5-二羧酸酯 在 lithium aluminium tetrahydride 、 三溴化磷 作用下， 以 四氢呋喃 、 苯 为溶剂， 生成 1,5-di(bromomethyl)anthracene
  参考文献：
  名称：

  二噻蒽中的振荡激发转移：溶液中相干光化学过程中的量子跳动

  摘要：

  通过用飞秒上转换方法探测荧光各向异性衰减，研究了 THF 溶液中二噻蒽 (DTA) 的分子内电子激发转移。在 DTA 中，已知两个蒽环平行堆叠，但方向几乎正交。出现了表观周期为 1.2 ± 0.2 ps 和阻尼时间常数为 1.0 ± 0.1 ps 的阻尼振荡。根据 Wynne 和 Hochstrasser (Wynne, K.; Hochstrasser, RMJ Raman Spectrosc. 1995, 26, 561 ）。偶极-偶极能量转移相互作用的幅度估计为 40 cm-1，这与从振荡周期推导出的实验值 (29 cm-1) 符合可接受的协议。与朱等人报道的类似 2,2'-联萘 (BN) 病例相比。(Zhu, F.; Galli, C.; Hochstra...

  DOI：

  10.1021/jp012455w

文献信息

• Synthesis of 1,5-Substituted Anthracenes by Means of Kumada Coupling and Their Derivatization
  作者：Jochen Mattay、Sebastian Bringmann、Saleh Ahmed、Ramona Hartmann

  DOI：10.1055/s-0030-1260070

  日期：2011.7

  Herein, we present a method to access a series of 1,5-functionalized anthracenes through Kumada coupling. All syntheses start from readily available 1,5-dichloroanthracene. The so-formed anthracenes are further derivatized to enable, for example, attachment to supramolecular systems.

  在此，我们介绍一种通过 Kumada 偶联获得一系列 1,5 功能化蒽的方法。所有合成都从容易获得的 1,5-二氯蒽开始。由此生成的蒽可进一步衍生，例如，可附着到超分子体系中。
• Oscillatory Excitation Transfer in Dithiaanthracenophane: Quantum Beat in a Coherent Photochemical Process in Solution
  作者：Iwao Yamazaki、Seiji Akimoto、Tomoko Yamazaki、Shin-ichiro Sato、Yoshiteru Sakata

  DOI：10.1021/jp012455w

  日期：2002.3.1

  (DTA) in THF solution has been investigated by probing the fluorescence anisotropy decay with a femtosecond up-conversion method. In DTA, two anthracene rings are known to be stacked parallel, but with nearly orthogonal orientation. There appeared a damped oscillation of an apparent period of 1.2 ± 0.2 ps and a damping time constant of 1.0 ± 0.1 ps. It has been found that the oscillatory behavior is

  通过用飞秒上转换方法探测荧光各向异性衰减，研究了 THF 溶液中二噻蒽 (DTA) 的分子内电子激发转移。在 DTA 中，已知两个蒽环平行堆叠，但方向几乎正交。出现了表观周期为 1.2 ± 0.2 ps 和阻尼时间常数为 1.0 ± 0.1 ps 的阻尼振荡。根据 Wynne 和 Hochstrasser (Wynne, K.; Hochstrasser, RMJ Raman Spectrosc. 1995, 26, 561 ）。偶极-偶极能量转移相互作用的幅度估计为 40 cm-1，这与从振荡周期推导出的实验值 (29 cm-1) 符合可接受的协议。与朱等人报道的类似 2,2'-联萘 (BN) 病例相比。(Zhu, F.; Galli, C.; Hochstra...
• Anthracene-resorcin[4]arene-based capsules: Synthesis and photoswitchable features
  作者：Sebastian Bringmann、Ralf Brodbeck、Ramona Hartmann、Christian Schäfer、Jochen Mattay

  DOI：10.1039/c1ob06030a

  日期：——

  Herein we present the synthesis and the photochemical behavior of several new hemicarcerands containing anthracene units as photoactive species. By means of NMR investigations of compounds 9 and 11 the dimerization mode was revealed as a 9,10-9′,10′-dimerization, classically known from anthracene. Nevertheless only compound 11 could be converted to the opened form upon irradiation with 300 nm. Reopening of compounds 9 and 10 could not be achieved so far either by heating or by irradiation.

  在此，我们介绍了几种含有蒽单元作为光活性物种的新型半氯化石蜡的合成和光化学行为。通过对化合物 9 和 11 的核磁共振研究，我们发现其二聚化模式为 9,10-9′,10′-二聚化，这在蒽中是众所周知的。然而，只有化合物 11 可以在 300 纳米波长的照射下转化为开放形式。化合物 9 和 10 至今无法通过加热或辐照重新开放。
• Synthesis of dithia(1,5)[3.3]anthracenophane with crossed structure and its excimer emission
  作者：Yoshiteru Sakata、Toshihiro Toyoda、Soichi Misumi、Tomoko Yamazaki、Iwao Yamazaki

  DOI：10.1016/s0040-4039(00)61194-2

  日期：1992.8

  The title compound 1 has been synthesized. X-ray analysis revealed that the two anthracene rings in 1 are stacked in parallel with a crossed orientation. In spite of such unusual structure 1 showed excimer emission at room temperature.
• Coherent Control of Oscillatory Excitation Transfer in Dithia-1,5[3,3]anthracenophane by a Phase-Locked Femtosecond Pulse Pair
  作者：Shin-ichiro Sato、Yoshinobu Nishimura、Yoshiteru Sakata、Iwao Yamazaki

  DOI：10.1021/jp027452d

  日期：2003.11.1

  The intramolecular electronic excitation coherence created by the first femtosecond laser pulse in a linked-anthracene dimer, dithia-1,5[3,3]-anthracenophane (DTA), was enhanced or depreciated by the interference with the second femtosecond laser pulse, which is phase-locked to the first pulse. Two anthracene rings in DTA are stacked parallel but with nearly orthogonal orientation. The interference intensity of fluorescence from DTA was measured as a function of delay time between two pulses with the optical phase angle being fixed with 0degrees (in-phase) or 180degrees (anti-phase). Two components of enhanced and depreciated oscillations appeared in the subpicosecond region as a function of the delay time, with the time periods depending on the excitation wavelength. On the basis of theoretical analysis, the two components were assigned to the sum and difference frequencies between the energy splitting of molecular eigenstates and the detuning of the laser frequency relative to the molecular electronic transition energy. The exciton splitting between the two superposition states of the local excitation was derived to be 2beta = 35 cm(-1), which is in close agreement with our previous result (29 cm(-1)) obtained from fluorescence anisotropy decay measurement.