phenantrene-3-carboxylic acid chloride | 96403-16-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 菲及其衍生物
• 英文名称: phenantrene-3-carboxylic acid chloride
• 英文别名: 3-phenanthrenecarbonyl chloride；phenanthrene-3-carbonyl chloride；Phenanthren-3-carbonylchlorid
• CAS: 96403-16-6
• 化学式: C₁₅H₉ClO
• 分子量: 240.689
• InChiKey: AIZZCUONHLZVPX-UHFFFAOYSA-N

物化性质

• 熔点：
  116 °C
• 沸点：
  410.5±14.0 °C(Predicted)
• 密度：
  1.307±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  17
• 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：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  phenantrene-3-carboxylic acid chloride 在 正丁基锂 作用下， 以 乙醚 、 正己烷 为溶剂， 生成 1-[2-(2'-Methoxy-[1,1']binaphthalenyl-2-ylethynyl)-phenyl]-4,4-dimethyl-3-phenanthren-3-yl-pent-1-yn-3-ol
  参考文献：
  名称：

  Synthesis and separation of the atropisomers of 2-(5-benzo[b]fluorenyl)-2′-hydroxy-1,1′-binaphthyl and related compounds

  摘要：

  Several syn and anti atropisomers of 2-(5-benzo[b]fluorenyl)-2'-hydroxy-1,1'-binaphthyl and related compounds were synthesized from 1,1'-binaphthyl-2,2'-diol (BINOL). It was possible to separate the syn and anti atropisomers by silica gel column chromatography. The syn atropisomers are potential hetero-bidentate ligands for complex formation with metals. By starting from enantiomerically pure (R)-(+)-BINOL and (S)-(-)-BINOL, four optically active syn atropisomers and two anti atropisomers with high enantiomeric purity were obtained. The structures of two syn atropisomers and one anti atropisomer were established by X-ray structure analyses. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2006.06.004
• 作为产物：
  描述：

  3-菲甲酸 在 氯化亚砜 作用下， 反应 2.0h， 以100%的产率得到phenantrene-3-carboxylic acid chloride
  参考文献：
  名称：

  Preparation of Polycyclic Azaarenes by an Extended Pomeranz-Fritsch Procedure

  摘要：

  对Pomeranz-Fritsch程序的扩展被评估为获得某些多环氮芳烃的一种途径。芳香醛与2-氨基乙醇的二甲基和二乙基缩醛反应，得到的亚胺还原为胺，然后进行托磺酰化，得到的磺酰胺在一系列酸性条件下处理。两种萘醛分别导致了苯并[f]异喹啉和苯并[h]异喹啉，总产率为13%和36%。菲-9-甲醛和菲-3-甲醛分别得到二苯并[f,h]异喹啉和萘并[2,1-g]异喹啉，作为主要的四环产品。从芘-1-甲醛出发的类似反应序列未能获得五环产品。

  DOI：

  10.1055/s-2007-983744

文献信息

• Synthesis and Pharmacology of <i>N</i>-Substituted Piperazine-2,3-dicarboxylic Acid Derivatives Acting as NMDA Receptor Antagonists
  作者：Richard M. Morley、Heong-Wai Tse、Bihua Feng、Jacqueline C. Miller、Daniel T. Monaghan、David E. Jane

  DOI：10.1021/jm0492498

  日期：2005.4.1

  The binding site for competitive NMDA receptor antagonists is on the NR2 subunit, of which there are four types (NR2A-D). Typical antagonists such as (R)-AP5 have a subunit selectivity of NR2A > NR2B > NR2C > NR2D. The competitive NMDA receptor antagonist (2R,3S)-(1-biphenylyl-4-carbonyl)piperazine-2,3-dicarboxylic acid (PBPD, 16b) displays an unusual selectivity with improved relative affinity for

  竞争性NMDA受体拮抗剂的结合位点位于NR2亚基上，其中有四种类型（NR2A-D）。典型的拮抗剂，例如（R）-AP5，具有亚单位选择性为NR2A> NR2B> NR2C> NR2D。竞争性NMDA受体拮抗剂（2R，3S）-（1-联苯基-4-羰基）哌嗪-2,3-二羧酸（PBPD，16b）与NR2A和NR2B相比，对NR2C和NR2D的相对亲和力增强，显示出非同寻常的选择性。合成了16b的带有芳基或芳基取代基的哌啶-2,3-二羧酸的N（1）连接基团的类似物，以探讨NR2C / NR2D选择性的结构要求。菲-2-羰基类似物16e对NR2C和NR2D的亲和力高> 60倍，对NR2C / NR2D的选择性是NR2A / NR2B的3-5倍。菲-3-羰基类似物（16f）的效力较低，但选择性更高，分别对NR2D的选择性是NR2A和NR2B的5倍和7倍。因此，带有大量疏水残基的拮抗剂具有与典型拮抗剂不同的NR2亚基选择性。
• Synthesis and structures of helical polycyclic aromatic hydrocarbons bearing aryl substituents at the most sterically hindered positions
  作者：Yanzhong Zhang、Jeffrey L. Petersen、Kung K. Wang

  DOI：10.1016/j.tet.2007.11.073

  日期：2008.2

  polycyclic aromatic hydrocarbons bearing one or two aryl substituents at the most sterically hindered positions to cause helical twists. The dynamic behaviors involving the helix inversion and the restricted rotation of the aryl substituents were investigated by temperature-dependent NMR studies. The X-ray structure of an indeno-fused 1-phenylpentahelicene derivative showed severe distortion of the [5]helicene

  建立了一个三步合成序列，从苯甲二烯二炔与芳基叔丁基酮之间的缩合反应开始，以使人们容易接近在最受阻位上带有一个或两个芳基取代基的有角稠合多环芳烃，从而引起螺旋扭曲。通过依赖于温度的NMR研究来研究涉及螺旋反转和芳基取代基的受限旋转的动力学行为。茚并稠合的1-苯基戊烯衍生物的X射线结构显示，[5]螺旋系统因平面度而严重变形。
• Linear Conjugated Systems Bearing Aromatic Terminal Groups. IV. The Syntheses of Some Diarylacetylenes
  作者：Shuzo Akiyama、Kazuhiro Nakasuji、Masazumi Nakagawa

  DOI：10.1246/bcsj.44.2231

  日期：1971.8

  The syntheses of 1,1′-, 9,9′-, and 1,9′-dianthryl-, 2,2′-, 3,3′-, and 9,9′-diphenanthryl-, 1,1′-and 2,2′-dipyrenyl-, and 6,6′-dichrysenylacetylenes according to the pyrolytic reactions of the corresponding β-ketoalkylidenetriphenylphosphorane derivatives (intramolecular Wittig reaction) were described.

  1,1'-、9,9'-和1,9'-二蒽基-、2,2'-、3,3'-和9,9'-二菲基-、1,1'-的合成根据相应的 β-酮亚烷基三苯基正膦衍生物（分子内 Wittig 反应）的热解反应，描述了 2,2'-二芘基-和 6,6'-二炔基乙炔。
• Structural Effects on Photochemical Cycloaddition of Phenanthrene-and Naphthalenecarboxylic Esters. Enhancement of Reactivity of an Ester Carbonyl Group by Interchromophoric Links.
  作者：Hiroki Itoh、Mahoko Takada、Fumihiro Asano、Yasuhisa Senda、Hirochika Sakuragi、Katsumi Tokumaru

  DOI：10.1246/bcsj.66.224

  日期：——

  On irradiation in benzene, (E)-5-(p-methoxyphenyl)-4-pentenyl 3-, 9-phenanthrenecarboxylate, 1-, and 2-naphthalenecarboxylate gave novel olefinic aldehydes presumably derived from oxetane precursors, the intramolecular carbonyl adducts. Intermolecular carbonyl addition was not detected between the corresponding ester and olefinic chromophores. Enhancement of reactivity of the ester carbonyl group in the linked systems is discussed on the basis of experimental and theoretical studies.

  在苯中辐照时，(E)-5-（对甲氧基苯基）-4-戊烯 3-、9-菲羧酸酯、1-和 2-萘羧酸酯产生了新的烯烃醛，这些烯烃醛可能来自氧杂环丁烷前体，即分子内羰基加合物。在相应的酯和烯烃发色团之间未检测到分子间羰基加成。在实验和理论研究的基础上，讨论了酯羰基在连接体系中反应活性的增强。
• HETEROCYCLIC COMPOUND AND ORGANIC LIGHT EMITTING DIODE COMPRISING SAME
  申请人：LT Materials Co., Ltd.

  公开号：EP3858831A1

  公开（公告）日：2021-08-04

  The present specification relates to a heterocyclic compound represented by Chemical Formula 1, and an organic light emitting device comprising the same.

  本说明书涉及一种由化学式 1 表示的杂环化合物，以及由其组成的有机发光器件。