2,3,3,6,7,7-hexamethyl-3,7-dihydrobenzo<1,2-b:4,5-b'>dipyrrole | 35085-89-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 2,3,3,6,7,7-hexamethyl-3,7-dihydrobenzo<1,2-b:4,5-b'>dipyrrole
• 英文别名: 2,3,3,6,7,7-hexamethyl-3H,7H-benzo[1,2-b:4,5-b’]dipyrrole；2,3,3,6,7,7-hexamethyl-3,7-dihydro-pyrrolo[2,3-f]indole；2,3,3,6,7,7-Hexamethyl-3,7-dihydropyrrolo[2,3-f]indole；2,3,3,6,7,7-hexamethylpyrrolo[2,3-f]indole
• CAS: 35085-89-3
• 化学式: C₁₆H₂₀N₂
• 分子量: 240.348
• InChiKey: VYLZXFBCBPSVRK-UHFFFAOYSA-N

物化性质

• 沸点：
  348.2±42.0 °C(Predicted)
• 密度：
  1.09±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  18
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  24.7
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2,3,3,6,7,7-hexamethyl-3,7-dihydrobenzo<1,2-b:4,5-b'>dipyrrole 以 氯仿 、 碘甲烷 为溶剂， 生成 1,2,3,3,5,6,7,7-octamethyl-3,7-dihydropyrrolo[2,3-f]indolediium diiodide
  参考文献：
  名称：

  LUMINESCENT COMPOUNDS

  摘要：

  基于青菁染料的报告化合物，其中包括用于合成报告化合物的反应中间体，以及合成和使用报告化合物的方法，其中报告化合物通常与以下结构相关：

  公开号：

  US20070281363A1
• 作为产物：
  描述：

  对苯二胺 在 吡啶 、 盐酸 作用下， 以 氯仿 为溶剂， 反应 3.75h， 生成 2,3,3,6,7,7-hexamethyl-3,7-dihydrobenzo<1,2-b:4,5-b'>dipyrrole
  参考文献：
  名称：

  一种双阳离子类菁染料及其制备方法和应用

  摘要：

  本发明公开了本发明提供一种双阳离子类菁染料及其制备方法和应用，所述菁染料具有通式I的结构。本发明所述的双阳离子类菁染料具有无重原子修饰、双阳离子特性，且具有近红外一区吸收和发射、高特异性线粒体靶向能力、高摩尔消光系数、高效光敏化效率的能力。在近红外光照射下具有优异的肿瘤细胞杀伤能力，在抗肿瘤治疗中具有良好的应用前景。#imgabs0#

  公开号：

  CN117701027A

文献信息

• Synthesis, Photophysical and Electrochemical Properties of Bis‐Squaraine Dyes Fused on Isomeric Benzodipyrrole Central Units
  作者：Ryuhei Sawada、Takeshi Maeda、Yuya Oda、Shigeyuki Yagi、Venugopal Karunakaran、Hideki Fujiwara、Ayyappanpillai Ajayaghosh

  DOI：10.1002/asia.202200227

  日期：2022.7

  Isomeric bis-squaraine dyes were designed and synthesized by the use of benzodipyrroles as central components. The geometry of two chromophores in one molecule is determined by the isomeric structure of benzodipyrroles, and therefore impacts on intramolecular exciton coupling and intramolecular electronic interaction. Consequently, electronic absorption, fluorescence, and electrochemical properties

  以苯并二吡咯为中心成分设计合成了异构双方酸染料。一个分子中两个发色团的几何形状由苯并二吡咯的异构结构决定，因此影响分子内激子耦合和分子内电子相互作用。因此，异构染料的电子吸收、荧光和电化学性质彼此不同。
• The synthesis, structure and spectral properties of new long-wavelength benzodipyrroleninium-based bis-styryl dyes
  作者：Iryna A. Fedyunyayeva、Oleksii P. Klochko、Оlga M. Semenova、Sania U. Khabuseva、Yevgen A. Povrozin、Oksana O. Sokolyk、Olena Yu. Stepanenko、Ewald A. Terpetschnig、Leonid D. Patsenker

  DOI：10.1016/j.dyepig.2010.12.004

  日期：2011.8

  Novel bis-styryl dyes based on a quaternized centrosymmetrical benzodipyrrolenine moiety were synthesized by reaction of a quaternized benzodipyrrolenine with two equivalents of 4-dimethylaminobenzaldehyde, 4-dimethylaminocinnamoic aldehyde or 4-(3,5-diphenyl-4,5-dihydro-1H-1-pyrazolyl) benzaldehyde. The molecular structures and spectral properties of these dyes were investigated using PM3 and PPP CI quantum chemical simulations and compared with biscyanines and parent "monomeric" styryl dyes. Conjugation of two uniform "monomeric" styryl chromophores to form a bis-chromophoric system was found to cause a pronounced red-shift (similar to 100 nm) of the absorption and emission maxima, an increase of the extinction coefficients but also a conformational rigidization of the molecules. This results in better vibrationally resolved absorption and emission bands and, in general, in increased quantum yields. Bis-styryl dyes absorb and emit in the red and near-IR spectral region (643-812 nm). They have high extinction coefficients (<= 133,000 M-1 cm(-1)), large Stokes' shifts (up to 55 nm in chloroform and 90 nm in methanol), and quantum yields in chloroform <= 10%, whereas polar solvents decrease quantum yields. Despite their symmetrical structures these bis-styryl dyes exhibit spectral properties in solvents of different polarity that are more resemble those of unsymmetrical "monomeric" styryls. (C) 2010 Elsevier Ltd. All rights reserved.
• Dyadyusha, G. G.; Kolesnikov, A. M.; Mikhailenko, F. A., Journal of Organic Chemistry USSR (English Translation), 1982, p. 183 - 189
  作者：Dyadyusha, G. G.、Kolesnikov, A. M.、Mikhailenko, F. A.

  DOI：——

  日期：——
• MIXAJLENKO F. A.; DYADYUSHA G. G.; BOGUSLAVSKAYA A. N., XIMIYA GETEROTSIKL. SOEDIN. <KGSS-AQ>, 1975, HO 3, 370-376
  作者：MIXAJLENKO F. A.、 DYADYUSHA G. G.、 BOGUSLAVSKAYA A. N.

  DOI：——

  日期：——
• LUMINESCENT COMPOUNDS
  申请人：Patsenker D. Leonid

  公开号：US20070281363A1

  公开（公告）日：2007-12-06

  Reporter compounds based on cyanine dyes, among others, including reactive intermediates used to synthesize the reporter compounds, and methods of synthesizing and using the reporter compounds, among others, where the reporter compounds relate generally to the following structure:

  基于青菁染料的报告化合物，其中包括用于合成报告化合物的反应中间体，以及合成和使用报告化合物的方法，其中报告化合物通常与以下结构相关：