2,7-dibromo-thioxanthene-9-thione | 887603-53-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 硫色烯
• 英文名称: 2,7-dibromo-thioxanthene-9-thione
• 英文别名: 2,7-Dibromothioxanthene-9-thione
• CAS: 887603-53-4
• 化学式: C₁₃H₆Br₂S₂
• 分子量: 386.131
• InChiKey: DCAZINOWLOTKHN-UHFFFAOYSA-N

物化性质

• 沸点：
  464.2±55.0 °C(Predicted)
• 密度：
  2.00±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  17
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  57.4
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2,7-dibromo-thioxanthene-9-thione 在 三甲氧基磷 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 反应 16.0h， 生成 2,7-dibromo-9-(2',3'-dihydro-2'-methyl-1'H-naphtho[2,1-b]thiopyran-1'-ylidene)-9H-thioxanthene
  参考文献：
  名称：

  En Route to a Motorized Nanocar

  摘要：

  With the eventual goal of demonstrating a motorized nanocar, the key structure has been synthesized which bears a light-activated unidirectional molecular motor and an oligo(phenylene ethynylene) chassis and axle system with four carboranes to serve as the wheels. Kinetics studies in solution show that the motor indeed rotates upon irradiation with 365 nm light, and the fullerene-free carborane wheel system is an essential design feature for motor operation.

  DOI：

  10.1021/ol060445d
• 作为产物：
  描述：

  9-噻吨酮 在 劳森试剂 、 溴 、 溶剂黄146 作用下， 以 甲苯 为溶剂， 生成 2,7-dibromo-thioxanthene-9-thione
  参考文献：
  名称：

  光驱动分子机器控制 K+ 通道运输并诱导癌细胞凋亡

  摘要：

  受生物马达功能的启发，设计了一种光驱动马达分子，该分子可插入脂质膜并传输具有高离子选择性和门控功能的离子。光驱动电机旋转加速 K +流出并诱导癌细胞的半胱天冬酶依赖性凋亡。

  DOI：

  10.1002/anie.202204605

文献信息

• Low-Cost Perovskite Solar Cells Employing Dimethoxydiphenylamine-Substituted Bistricyclic Aromatic Enes as Hole Transport Materials
  作者：Kasparas Rakstys、Sanghyun Paek、Giulia Grancini、Peng Gao、Vygintas Jankauskas、Abdullah M. Asiri、Mohammad Khaja Nazeeruddin

  DOI：10.1002/cssc.201700974

  日期：2017.10.9

  series of novel molecular hole transport materials (HTMs) based on bistricyclic aromatic enes (BAEs) are presented. The new derivatives were obtained following a simple and straightforward procedure from inexpensive starting reagents mimicking the synthetically challenging 9,9′‐spirobifluorene moiety of the well‐studied spiro‐OMeTAD. The novel HTMs were tested in mixed cations and anions perovskite solar

  介绍了一系列基于双三环芳香烯（BAE）的新型分子空穴传输材料（HTM）的合成，表征和光伏性能。这些新衍生物是通过简单，直接的程序从廉价的起始试剂中获得的，该起始试剂模仿了经过精心研究的螺-OMeTAD的合成难题9,9'-螺二芴部分。新颖HTMS在混合的阳离子进行了测试和阴离子钙钛矿太阳能电池（的PSC）根据标准的全球100毫瓦厘米得到的19.2％的功率转换效率（PCE）-2 AM1.5G光照使用9- 2,7-二〔二（4-甲氧基苯基）氨基] ‐9 H‐芴‐9‐亚基} ‐N 2，N 2，N 7，N 7-四（4-甲氧基苯基）-9 H-噻吨并2,7-二胺（编码为KR374）。功率转换效率数据证实了易于获得的异芴基亚硫杂蒽结构是低成本和高效HTM设计的宝贵核心，并为经济高效的PSC技术铺平了道路。
• Unimolecular Submersible Nanomachines. Synthesis, Actuation, and Monitoring
  作者：Víctor García-López、Pinn-Tsong Chiang、Fang Chen、Gedeng Ruan、Angel A. Martí、Anatoly B. Kolomeisky、Gufeng Wang、James M. Tour

  DOI：10.1021/acs.nanolett.5b03764

  日期：2015.12.9

  Unimolecular submersible nanomachines (USNs) bearing light-driven motors and fluorophores are synthesized. NMR experiments demonstrate that the rotation of the motor is not quenched by the fluorophore and that the motor behaves in the same manner as the corresponding motor without attached fluorophores. No photo or thermal decomposition is observed. Through careful design of control molecules with no motor and with a slow motor, we found using single molecule fluorescence correlation spectroscopy that only the molecules with fast rotating speed (MHz range) show an enhancement in diffusion by 26% when the motor is fully activated by UV light. This suggests that the USN molecules give nm steps upon each motor actuation. A non-unidirectional rotating motor also results in a smaller, 10%, increase in diffusion. This study gives new insight into the light actuation of motorized molecules in solution.
• Construction of Photo‐Responsive Pd ₂ L ₄ ‐Type Nanocages based on Feringa's Second‐Generation Motor and Its Guest Binding Ability for C ₆₀
  作者：Yunan Qin、Jingpeng Xiong、Quan Li、Yuexing Zhang、Ming‐Hua Zeng

  DOI：10.1002/chem.202201821

  日期：2022.10.21

  AbstractWe present the construction of a M2L4‐type metal‐organic nanocage featuring four endohedral Feringa's motor motifs and its adaptive encapsulation towards a C60 guest molecule. The structure of the cage, though complicated on the 1H NMR spectrum due to the adoption of mixed ligands, was unambiguously characterized with a combination of ESI‐MS, 2D DOSY, 13C NMR and particularly the SAXS technique. The molecular motor within the cage demonstrated similar photophysical properties to the uncoordinated one, indicating the motor's function was not compromised when it was anchored in such a confined nanospace. Furthermore, the nanocage showed good guest encapsulation ability towards C60, and a guest induced‐fit behavior of the cage was revealed based on the extensive SAXS analysis and molecular dynamics simulation. The adaptive motorized nanocage reported here represents one of the very few examples of integrating individual motors into a discrete nanoconfined system and offers prospects to achieve its non‐equilibrium functions.