3-(thiophen-3-yl)isoquinoline | 1189206-35-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异喹啉及其衍生物
• 英文名称: 3-(thiophen-3-yl)isoquinoline
• 英文别名: 3-Thiophen-3-ylisoquinoline
• CAS: 1189206-35-6
• 化学式: C₁₃H₉NS
• 分子量: 211.287
• InChiKey: TTXWPYLJJCJFCZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  41.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2-碘苯甲醛 在 1,2-双(二苯基膦)乙烷氯化镍 、 三乙胺 作用下， 以 水 、 乙腈 为溶剂， 反应 24.0h， 生成 3-(thiophen-3-yl)isoquinoline
  参考文献：
  名称：

  镍催化炔烃的亚氨基环化反应在室温下高区域选择性异喹啉的合成

  摘要：

  空气稳定且价格便宜的Ni（dppe）Cl 2以及Et 3 N在室温下可有效催化炔烃的亚氨基环化反应，从而可以高收率和完全的区域选择性制备重要的3,4-二取代和3-取代的异喹啉。这些成环反应的特点是基材范围广，可扩展性强，操作简便且实用性强。

  DOI：

  10.1002/ejoc.201800341

文献信息

• Indole as Neutral Leaving Group in Silver Nitrate Induced Cyclization Reactions of<i>N</i>-{2-[Alkynyl(hetero)aryl]methylene}indolin-1-amines for the Synthesis of Annulated Pyridine Derivatives
  作者：Nugzar Ghavtadze、Roland Fröhlich、Ernst-Ulrich Würthwein

  DOI：10.1002/ejoc.200901471

  日期：2010.3

  nitrate in chloroform at 60 °C, electrophilic cyclization reactions to afford annulated pyridine derivatives 4. Mechanistically, the silver(I)-assisted 6-endo-dig ring-closure process of compounds 3 leads to the formation of an intermediate pyridinium cation, which releases - besides the products 4 ― indole as unusual but efficient neutral leaving group after N-N bond cleavage. It is shown that among the

  N-2-[炔基（杂）芳基]亚甲基}吲哚-1-胺 3 在 60 °C 下用硝酸银在氯仿中处理后发生亲电环化反应，得到环状吡啶衍生物 4。 ) 辅助的化合物 3 的 6-endo-dig 闭环过程导致中间体吡啶鎓阳离子的形成，除了产物 4-indole 之外，它还会在 NN 键断裂后释放出不同寻常但有效的中性离去基团。结果表明，在研究的腙中，只有 1-氨基-二氢吲哚衍生的底物 N-2-[炔基（杂）芳基]亚甲基}吲哚-1-胺 3 适合以高产率生产环状吡啶衍生物 4 . 反应可以在空气中进行，甚至可以在反应介质中存在水的情况下进行。由于在反应过程中吲哚被银 (I) 离子氧化，因此需要化学计量的银盐。已应用量子化学计算以获得有关反应机理和关键反应中间体的更多信息。
• Ketopyrroles useful as ligands in organic iridium compositions
  申请人：Chichak Kelly Scott

  公开号：US20080027028A1

  公开（公告）日：2008-01-31

  The present invention provides novel ketopyrroles having structure XXIV wherein R 2 is independently at each occurrence a deuterium atom, a halogen, a nitro group, an amino group, a C 3 -C 40 aromatic radical, a C 1 -C 50 aliphatic radical, or a C 3 -C 40 cyclcoaliphatic radical; “a” is an integer from 0 to 3; and X 1 and X 2 are independently at each occurrence a bromine atom, a hydroxy group, or the group OR 10 , and wherein the group R 10 is independently at each occurrence a deuterium atom, a halogen, a nitro group, an amino group, a C 3 -C 40 aromatic radical, a C 1 -C 50 aliphatic radical, or a C 3 -C 40 cyclcoaliphatic radical. Ketopyrroles XXIV are useful ligands for the preparation of Type (1) and Type (2) organic iridium compositions. In one aspect, the present invention provides deuterated analogs of XXIV. Organic iridium compositions are useful in the preparation optoelectronic devices, such as OLED devices and photovoltaic devices exhibiting enhanced performance characteristics.

  本发明提供了具有结构XXIV的新型酮吡咯，其中R2在每次出现时独立地是氘原子、卤素、硝基、氨基、C3-C40芳香基、C1-C50脂肪基或C3-C40环脂基；“a”是从0到3的整数；X1和X2在每次出现时独立地是溴原子、羟基或基团OR10，其中基团R10在每次出现时独立地是氘原子、卤素、硝基、氨基、C3-C40芳香基、C1-C50脂肪基或C3-C40环脂基。酮吡咯XXIV是用于制备类型（1）和类型（2）有机铱配合物的有用配体。在一个方面，本发明提供了XXIV的氘代物。有机铱配合物在制备光电子器件方面很有用，例如OLED器件和光伏器件，表现出增强的性能特征。
• ORGANIC IRIDIUM COMPOSITIONS AND THEIR USE IN ELECTRONIC DEVICES
  申请人：Chichak Kelly Scott

  公开号：US20100051869A1

  公开（公告）日：2010-03-04

  The present invention provides compositions comprising at least one novel organic iridium compound which comprises at least one cyclometallated ligand and at least one ketopyrrole ligand. The organic iridium compositions of the present invention are referred to as Type (1) organic iridium compositions and are constituted such that no ligand of the novel organic iridium compound has a number average molecular weight of 2,000 grams per mole or greater (as measured by gel permeation chromatography). Type (1) organic iridium compositions are referred to herein as comprising “organic iridium complexes”. The novel organic iridium compositions are useful in optoelectronic electronic devices such as OLED devices and photovoltaic devices. In one aspect, the invention provides novel organic iridium compositions useful in the preparation of OLED devices exhibiting enhanced color properties and light output efficiencies.

  本发明提供了一种组合物，包括至少一种新型有机铱化合物，其中包括至少一种环金属配体和至少一种酮吡咯配体。本发明的有机铱组合物称为类型（1）有机铱组合物，并且构成如下：新型有机铱化合物的任何配体的数量平均分子量不大于2,000克/摩尔（通过凝胶渗透色谱测量）。类型（1）有机铱组合物在本文中称为“有机铱配合物”。新型有机铱组合物在光电子器件中非常有用，例如OLED器件和光伏器件。在一方面，本发明提供了新型有机铱组合物，可用于制备具有增强颜色性能和光输出效率的OLED器件。
• Method for preparing polymeric organic iridium compositions
  申请人：Cella James Anthony

  公开号：US20080026477A1

  公开（公告）日：2008-01-31

  The present invention provides a method for the preparation of polymeric organic iridium complexes useful in electronic devices such as OLEDs. The method provides polymeric organic iridium compositions comprising at least one cyclometallated ligand and at least one ketopyrrole ligand. The polymeric organic iridium compositions provided are referred to as Type (2) organic iridium compositions and are constituted such that at least one ligand of the polymeric organic iridium compound has a number average molecular weight of 2,000 grams per mole or greater (as measured by gel permeation chromatography). Type (2) organic iridium compositions are referred to herein as comprising “polymeric organic iridium complexes”. In one embodiment, the method comprises providing a non-polymeric organic iridium complex comprising one or more reactive functional groups and carrying out a polymerization step to provide the polymeric organic iridium complex comprising at least one cyclometallated ligand and at least one ketopyrrole ligand.

  本发明提供了一种用于制备聚合有机铱配合物的方法，该配合物在电子设备如OLED中有用。该方法提供了聚合有机铱组合物，该组合物包括至少一个环金属配体和至少一个酮吡咯配体。所提供的聚合有机铱组合物被称为第二型有机铱组合物，并且至少该聚合有机铱化合物的一个配体具有2,000克/摩尔或更大的数量平均分子量（通过凝胶渗透色谱测量）。本文中称为“聚合有机铱配合物”的第二型有机铱组合物。在一种实施例中，该方法包括提供一种非聚合有机铱配合物，该配合物包括一个或多个反应性功能基团，并进行聚合步骤，以提供包括至少一个环金属配体和至少一个酮吡咯配体的聚合有机铱配合物。
• Electronic devices comprising organic iridium compositions
  申请人：Chichak Kelly Scott

  公开号：US20080026249A1

  公开（公告）日：2008-01-31

  The present invention provides electronic devices comprising novel organic iridium compositions which provide for enhanced device performance. The novel iridium compositions employed comprise at least one novel organic iridium compound which comprises at least one cyclometallated ligand and at least one ketopyrrole ligand. The organic iridium compositions employed are referred to as Type (1) organic iridium compositions and are constituted such that no ligand of the novel organic iridium compound has a number average molecular weight of 2,000 grams per mole or greater (as measured by gel permeation chromatography). Type (1) organic iridium compositions are referred to herein as comprising “organic iridium complexes”. In one aspect, the present invention provides optoelectronic devices, such as OLED devices and photovoltaic devices. In another aspect, the invention provides OLED devices exhibiting enhanced color properties and light output efficiencies.

  本发明提供了包括新型有机铱化合物的电子设备，这些化合物提供了增强的设备性能。所使用的新型铱化合物包括至少一种新型有机铱化合物，其中包含至少一种环金属配体和至少一种酮吡咯配体。所使用的有机铱化合物被称为类型（1）有机铱化合物，并且构成为使得该新型有机铱化合物的任何配体的数量平均分子量不大于2,000克/摩尔（由凝胶渗透色谱法测量）。本文中所指的类型（1）有机铱化合物被称为“有机铱配合物”。在一个方面，本发明提供了光电子器件，例如OLED器件和光伏器件。在另一个方面，本发明提供了展示增强的颜色性能和光输出效率的OLED器件。