1-(4-methylphenyl)-4,5-bis-(2,5-dimethyl-3-thienyl)-2-(2'-pyridyl)imidazole | 928765-81-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 1-(4-methylphenyl)-4,5-bis-(2,5-dimethyl-3-thienyl)-2-(2'-pyridyl)imidazole
• 英文别名: 2-[4,5-Bis(2,5-dimethylthiophen-3-yl)-1-(4-methylphenyl)imidazol-2-yl]pyridine
• CAS: 928765-81-5
• 化学式: C₂₇H₂₅N₃S₂
• 分子量: 455.648
• InChiKey: VMPVNWKDTJSWAA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.9
• 重原子数：
  32
• 可旋转键数：
  4
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  87.2
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-(4-methylphenyl)-4,5-bis-(2,5-dimethyl-3-thienyl)-2-(2'-pyridyl)imidazole 在 copper(l) iodide 、 二乙胺 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 反应 24.0h， 生成
  参考文献：
  名称：

  Photochromic alkynylplatinum(II) diimine complexes containing a versatile dithienylethene-functionalized 2-(2′-pyridyl)imidazole ligand

  摘要：

  The synthesis and incorporation of a versatile photochromic dithienylethene-containing diimine ligand, 2-(2'-pyridyl)imidazole, into platinum(II) bis-alkynyl system have been described. All the platinum(II) complexes have been successfully characterized by H-1 NMR spectroscopy, ESI mass spectrometry as well as elemental analysis. One of the complexes has been characterized by X-ray crystallography. Their photochromic, photophysical and electrochemical properties have been studied. Upon photo-excitation, all the platinum(II) complexes exhibited reversible photochromism. Their photophysical and electrochemical behaviors were found to be tunable by various substituents on the ligands. (C) 2013 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2013.07.048
• 作为产物：
  描述：

  2-(咪唑-2-基)吡啶 在 四(三苯基膦)钯 、 溴 、 铜 、 sodium carbonate 、 caesium carbonate 作用下， 以 四氢呋喃 、 氯仿 、 水 、 N,N-二甲基甲酰胺 为溶剂， 生成 1-(4-methylphenyl)-4,5-bis-(2,5-dimethyl-3-thienyl)-2-(2'-pyridyl)imidazole
  参考文献：
  名称：

  Photochromic alkynylplatinum(II) diimine complexes containing a versatile dithienylethene-functionalized 2-(2′-pyridyl)imidazole ligand

  摘要：

  The synthesis and incorporation of a versatile photochromic dithienylethene-containing diimine ligand, 2-(2'-pyridyl)imidazole, into platinum(II) bis-alkynyl system have been described. All the platinum(II) complexes have been successfully characterized by H-1 NMR spectroscopy, ESI mass spectrometry as well as elemental analysis. One of the complexes has been characterized by X-ray crystallography. Their photochromic, photophysical and electrochemical properties have been studied. Upon photo-excitation, all the platinum(II) complexes exhibited reversible photochromism. Their photophysical and electrochemical behaviors were found to be tunable by various substituents on the ligands. (C) 2013 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2013.07.048

文献信息

• Photochromic diarylethene-containing coordination compounds and the production thereof
  申请人：Yam Wing-Wah Vivian

  公开号：US20070057240A1

  公开（公告）日：2007-03-15

  Diarylethene-containing ligands and their coordination compounds are described. The ligands display photochromism with UV excitation, while the coordination compounds display photochromism with both excitation in the UV region and excitation into lower energy absorption bands characteristic of the coordination compounds, through which the excitation wavelengths for the photocyclization can be extended from λ≦340 nm to wavelengths beyond 470 nm. Switching of the luminescence properties of the compounds has also been achieved through photochromic reactions.

  本文介绍了含有二芳基乙烯基配体及其配位化合物。这些配体在紫外激发下表现出光致变色性质，而配位化合物则在紫外区域和较低能量吸收带中表现出光致变色性质，通过这些能够将光化学反应的激发波长从λ≦340 nm延伸至超过470 nm的波长。此外，还通过光致变色反应实现了化合物发光性质的切换。
• Photochromic diarylethene containing coordination compounds and the production thereof
  申请人：Yam Vivian Wing-Wah

  公开号：US20100137596A1

  公开（公告）日：2010-06-03

  Diarylethene-containing ligands and their coordination compounds are described. The ligands display photochromism with UV excitation, while the coordination compounds display photochromism with both excitation in the UV region and excitation into lower energy absorption bands characteristic of the coordination compounds, through which the excitation wavelengths for the photocyclization can be extended from λ≦340 nm to wavelengths beyond 470 nm. Switching of the luminescence properties of the compounds has also been achieved through photochromic reactions.

  本文描述了含有二芳基乙烯基配体及其配位化合物。这些配体在紫外激发下表现出光致变色性质，而配位化合物则在紫外区域和低能吸收带特征的配位化合物中激发后表现出光致变色性质，通过这种方式，可将光环化的激发波长从λ≦340 nm扩展到超过470 nm的波长。此外，还通过光致反应实现了化合物的发光性质的切换。
• Metal Coordination-Assisted Near-Infrared Photochromic Behavior:  A Large Perturbation on Absorption Wavelength Properties of N,N-Donor Ligands Containing Diarylethene Derivatives by Coordination to the Rhenium(I) Metal Center
  作者：Penny Ho-Man Lee、Chi-Chiu Ko、Nianyong Zhu、Vivian Wing-Wah Yam

  DOI：10.1021/ja067425r

  日期：2007.5.1

  A new series of diarylethene-containing 1-aryl-substituted 2-(2-pyridyl)imidazole (L) ligands have been prepared and characterized. Subsequent reactions of the 2-(2-pyridyl)imidazole ligands with Re(CO)(5)Cl under reflux conditions afforded [Re(CO)(3)(L)Cl]; one of the complexes has also been structurally determined. The open forms of the ligands showed an intense absorption band at ca. 320 nm corresponding to pi -> pi* and n -> pi* transitions of the 1-aryl-2-(2-pyridyl)imidazole moiety, with mixing of pi -> pi* and n -> pi* transitions of the thiophene moieties. The corresponding rhenium(I) complexes showed IL absorption bands at ca. 352 nm, with additional MLCT [d pi(Re) -> pi*(L)] transitions at ca. 425 nm. Upon photocyclization of the diarylethene moieties by UV irradiation, two new absorption bands emerged at ca. 410-425 and 576-586 nm for the ligands, while the rhenium(I) complexes showed three new absorption bands at ca. 288-290, 475-480, and 712-713 nm upon excitation into either the IL or MLCT bands. Such a large shift of the absorption bands of the closed forms of the rhenium(I) complexes to the NIR region could be attributed to the planarization of the four heterocyclic rings relative to the open forms. On the contrary, the organic ligand systems alone did not display such a shift of the absorption maxima to the NIR region upon photocyclization.
• US7755826B2
  申请人：——

  公开号：US7755826B2

  公开（公告）日：2010-07-13
• US8107150B2
  申请人：——

  公开号：US8107150B2

  公开（公告）日：2012-01-31