6-Methyl-4-azaphenanthren | 13055-21-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 6-Methyl-4-azaphenanthren
• 英文别名: 9-Methylbenzo[h]quinoline
• CAS: 13055-21-5
• 化学式: C₁₄H₁₁N
• mdl: MFCD18448914
• 分子量: 193.248
• InChiKey: OGEFNEFEYCQLFY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  15
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.071
• 拓扑面积：
  12.9
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  6-Methyl-4-azaphenanthren 在 N-溴代丁二酰亚胺(NBS) 、 palladium diacetate 作用下， 以 乙腈 为溶剂， 生成 10-bromo-9-methylbenzo[h]quinoline
  参考文献：
  名称：

  用于合成多环杂芳烃的脱氨基环收缩：托达喹啉的简明全合成

  摘要：

  详细介绍了涉及脱氨基收缩级联的制备多环杂芳烃的简明策略。有效的脱氨环收缩涉及联芳基连接的二氢吖庚因的原位甲基化，形成环状铵阳离子，该阳离子经历碱诱导的[1,2]-史蒂文斯重排/脱氢氨化序列。假对称性的存在指导了含吡啶基多环杂芳烃的逆合成分析，使其能够通过叔胺前体的还原环化和脱氨收缩来构建。

  DOI：

  10.1039/d3sc03936f
• 作为产物：
  描述：

  (Z)-2-bromo-3-(2-bromo-4-methylstyryl)pyridine 在 bis-triphenylphosphine-palladium(II) chloride 、 六甲基二锡 、 三苯基膦 作用下， 以 甲苯 为溶剂， 反应 28.0h， 以77%的产率得到6-Methyl-4-azaphenanthren
  参考文献：
  名称：

  螺旋手性吡啶N-氧化物：不对称催化剂的新家族。

  摘要：

  DOI：

  10.1002/anie.200803338

文献信息

• An amine template strategy to construct successive C–C bonds: synthesis of benzo[<i>h</i>]quinolines by a deaminative ring contraction cascade
  作者：Timothy Patrick McFadden、Chideraa Iheanyi Nwachukwu、Andrew George Roberts

  DOI：10.1039/d1ob02245h

  日期：——

  and excise nitrogen from tertiary amines for the synthesis of polyheterocyclic aromatics. Biaryl-linked azepine intermediates can undergo a deaminative ring contraction cascade reaction, excising nitrogen with the formation of an aromatic core. This strategy and deaminative ring contraction reaction are useful for the synthesis of benzo[h]quinolines.

  我们开发了一种聚合策略，从叔胺中构建、环化和切除氮，以合成多杂环芳烃。联芳基连接的氮杂中间体可以经历脱氨基环收缩级联反应，切除氮并形成芳香核。该策略和脱氨环收缩反应可用于苯并[ h ]喹啉的合成。
• CONDENSED CYCLIC COMPOUND AND ORGANIC LIGHT-EMITTING DEVICE INCLUDING THE SAME
  申请人：Samsung Display Co., Ltd.

  公开号：US20180097186A1

  公开（公告）日：2018-04-05

  A condensed cyclic compound and an organic light-emitting device including the same are provided. The organic light-emitting device includes a first electrode, a second electrode, and an organic layer disposed between the first electrode and the second electrode. The organic layer includes the condensed cyclic compound represented by Formula 1: in Formula 1, A 11 is a C 1 -C 60 heterocyclic group, A 12 is a C 5 -C 60 carbocyclic group or a C 1 -C 60 heterocyclic group, X 11 is O or S, X 12 is C, X 13 is selected from N, C, and C(R 13 ), X 14 is selected from N, C, and C(R 14 ), and X 13 and X 14 are linked via a single bond or a double bond.

  提供一种浓缩的环状化合物和包括该化合物的有机发光器件。有机发光器件包括第一电极、第二电极和位于第一电极和第二电极之间的有机层。有机层包括由式1表示的浓缩的环状化合物：在式1中，A11是C1-C60杂环基团，A12是C5-C60碳环基团或C1-C60杂环基团，X11是O或S，X12是C，X13选自N、C和C(R13)，X14选自N、C和C(R14)，X13和X14通过单键或双键连接。
• Luminescent Cyclometallated Iridium(III) Complexes Having Acetylide Ligands
  申请人：Thompson Mark E.

  公开号：US20120007061A1

  公开（公告）日：2012-01-12

  The present invention relates to phosphorescent (triplet-emitting) organometallic materials. The phosphorescent materials of the present invention comprise Ir(III)cyclometallated alkynyl complexes for use as triplet light-emitting materials. The Ir(III)cyclometallated alkynyl complexes comprise at least one cyclometallating ligand and at least one alkynyl ligand bonded to the iridium. Also provided is an organic light emitting device comprising an anode, a cathode and an emissive layer between the anode and the cathode, wherein the emissive layer comprises a Ir(III)cyclometallated alkynyl complex as a triplet emitting material.

  本发明涉及磷光（三重态发射）有机金属材料。本发明的磷光材料包括Ir（III）环金属炔基络合物，用作三重态发射材料。Ir（III）环金属炔基络合物包括至少一个环金属配体和至少一个与铱键合的炔基配体。还提供了一种有机发光器件，包括阳极、阴极和位于阳极和阴极之间的发射层，其中发射层包括Ir（III）环金属炔基络合物作为三重态发射材料。
• Luminescent Cyclometallated Iridium (III) Complexes Having Acetylide Ligands
  申请人：The University of Southern California

  公开号：US20150076470A1

  公开（公告）日：2015-03-19

  The present invention relates to phosphorescent (triplet-emitting) organometallic materials. The phosphorescent materials of the present invention comprise Ir(III)cyclometallated alkynyl complexes for use as triplet light-emitting materials. The Ir(III)cyclometallated alkynyl complexes comprise at least one cyclometallating ligand and at least one alkynyl ligand bonded to the iridium. Also provided is an organic light emitting device comprising an anode, a cathode and an emissive layer between the anode and the cathode, wherein the emissive layer comprises a Ir(III)cyclometallated alkynyl complex as a triplet emitting material.

  本发明涉及磷光（三重态发射）有机金属材料。本发明的磷光材料包括用作三重态发射材料的Ir（III）环金属化炔基配合物。Ir（III）环金属化炔基配合物包括至少一个环金属配体和至少一个与铱键合的炔基配体。还提供了一种有机发光器件，包括阳极、阴极和位于阳极和阴极之间的发射层，其中发射层包括Ir（III）环金属化炔基配合物作为三重态发射材料。
• ORGANIC LIGHT-EMITTING DEVICE
  申请人：Samsung Display Co., Ltd.

  公开号：US20170179204A1

  公开（公告）日：2017-06-22

  An organic light-emitting device including: a first electrode; a second electrode facing the first electrode; an emission layer between the first electrode and the second electrode; a hole transport region between the first electrode and the emission layer; and an electron transport region between the emission layer and the second electrode, wherein at least one selected from the hole transport region and the emission layer includes a first compound represented by Formula 1A or 1B, and at least one selected from the hole transport region and the electron transport region includes a second compound represented by Formula 2: