4,4'-(1-methyl-2-phenyl-1H-imidazole-4,5-diyl)bis(5-methyl-2-phenylthiazole) | 1075707-16-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 4,4'-(1-methyl-2-phenyl-1H-imidazole-4,5-diyl)bis(5-methyl-2-phenylthiazole)
• 英文别名: 5-Methyl-4-[1-methyl-5-(5-methyl-2-phenyl-1,3-thiazol-4-yl)-2-phenylimidazol-4-yl]-2-phenyl-1,3-thiazole；5-methyl-4-[1-methyl-5-(5-methyl-2-phenyl-1,3-thiazol-4-yl)-2-phenylimidazol-4-yl]-2-phenyl-1,3-thiazole
• CAS: 1075707-16-2
• 化学式: C₃₀H₂₄N₄S₂
• 分子量: 504.679
• InChiKey: QLNCRVLWWIBTEV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.3
• 重原子数：
  36
• 可旋转键数：
  5
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  100
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  4,4'-(1-methyl-2-phenyl-1H-imidazole-4,5-diyl)bis(5-methyl-2-phenylthiazole) 以 二氯甲烷 为溶剂， 生成 1,2,10-Trimethyl-4,9,14-triphenyl-3,15-dithia-5,8,10,13-tetrazatetracyclo[10.3.0.02,6.07,11]pentadeca-4,6,8,11,13-pentaene
  参考文献：
  名称：

  具有给体-受体共轭架桥单元的三芳基光电开关的光物理性质

  摘要：

  设计了由供电子的噻吩并噻吩单元组成的三亚芳基光电开关，该单元与中央桥联咪唑连接。中心π-共轭单元的电子和几何结构是通过对咪唑单元进行化学修饰来控制的，其中前沿分子轨道的分布在中性态与其质子化或季铵化阳离子形式之间进行调节。这些电子和几何变化调节了紧密分布的激发态势能面的混合，从而产生了与激发波长有关的光环化性能。咪唑环上的化学修饰也影响开环形式的荧光性质，这可以通过形成不同的推挽π共轭体系来解释。

  DOI：

  10.1021/acs.jpca.7b00296
• 作为产物：
  描述：

  4-bromo-5-methyl-2-phenylthiazole 在 正丁基锂 、 ammonium acetate 、 3-苄基羟乙基甲基噻唑氯化锂 、 溶剂黄146 、 二异丙胺 作用下， 以 四氢呋喃 、 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 生成 4,4'-(1-methyl-2-phenyl-1H-imidazole-4,5-diyl)bis(5-methyl-2-phenylthiazole)
  参考文献：
  名称：

  具有给体-受体共轭架桥单元的三芳基光电开关的光物理性质

  摘要：

  设计了由供电子的噻吩并噻吩单元组成的三亚芳基光电开关，该单元与中央桥联咪唑连接。中心π-共轭单元的电子和几何结构是通过对咪唑单元进行化学修饰来控制的，其中前沿分子轨道的分布在中性态与其质子化或季铵化阳离子形式之间进行调节。这些电子和几何变化调节了紧密分布的激发态势能面的混合，从而产生了与激发波长有关的光环化性能。咪唑环上的化学修饰也影响开环形式的荧光性质，这可以通过形成不同的推挽π共轭体系来解释。

  DOI：

  10.1021/acs.jpca.7b00296

文献信息

• Photomodulation of Ionic Interaction and Reactivity: Reversible Photoconversion between Imidazolium and Imidazolinium
  作者：Takuya Nakashima、Masako Goto、Shigekazu Kawai、Tsuyoshi Kawai

  DOI：10.1021/ja802986y

  日期：2008.11.5

  An interconversion system between imidazolium and imidazolinium has been proposed for the first time. Imidazolium and imidazolinium cations exhibit different reactivity due to the difference in the aromaticity and charge localization structure, which is successfully controlled by means of photoirradiation in the present system. A 4,5-dithiazolylimidazolium salt was prepared and studied as a new class of photochromic materials modulating electrostatic interactions and chemical reactivities. The photochromic 4,5-dithiazolylimidazolium showed reversible photoconversions between imidazolium open-form and imidazolinium closed-form upon successive irradiation with UV and visible light. The imidazolinium closed-form exhibited characteristic solvato- and ionochromisms in which the absorption maximum shifted by more than 80 nm depending on the solvent polarity and counteranions, whereas the imidazolium open-form showed no such solvent-dependent property. Because the corresponding nonionic 4,5-dithiazolylimidazole also did not exhibit the solvent-dependent absorption profile both in open- and closed-forms, the appearance of these chromisms in imidazolinium closed-form was attributed to the change in the extent of ionic interaction, which was brought about by the photoconversion of imidazolium to imidazolinium. The photoderived strong ionic interaction of imidazolinium with counteranion was further applied to the photocontrolled nucleophilic reaction system. Whereas the imidazolium open-form was inert to nucleophiles such as sodium methoxide, the imidazolinium closed-form was reactive to the nucleophilic reaction, demonstrating a photogated reaction system.
• Photophysical Properties of a Terarylene Photoswitch with a Donor–Acceptor Conjugated Bridging Unit
  作者：Rui Kanazawa、Takuya Nakashima、Tsuyoshi Kawai

  DOI：10.1021/acs.jpca.7b00296

  日期：2017.3.2

  state potential energy surfaces, resulting in the excitation wavelength dependent photocyclization performance. The chemical modifications on the imidazole ring also had an effect on the fluorescence property in the open-ring forms, which is explained by the formation of different push–pull π-conjugation systems.

  设计了由供电子的噻吩并噻吩单元组成的三亚芳基光电开关，该单元与中央桥联咪唑连接。中心π-共轭单元的电子和几何结构是通过对咪唑单元进行化学修饰来控制的，其中前沿分子轨道的分布在中性态与其质子化或季铵化阳离子形式之间进行调节。这些电子和几何变化调节了紧密分布的激发态势能面的混合，从而产生了与激发波长有关的光环化性能。咪唑环上的化学修饰也影响开环形式的荧光性质，这可以通过形成不同的推挽π共轭体系来解释。