1-溴菲 | 51958-51-1

• 物质功能分类: 化学试剂 - 有机试剂 - 卤代脂肪烃
• 分子结构分类: 有机化合物 - 苯类化合物 - 菲及其衍生物
• 中文名称: 1-溴菲
• 英文名称: 1-bromophenanthrene
• 英文别名: 1-Brom-phenanthren
• CAS: 51958-51-1
• 化学式: C₁₄H₉Br
• 分子量: 257.129
• InChiKey: RGJXEFKYMBTAOM-UHFFFAOYSA-N

物化性质

• 熔点：
  108-109℃

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  15
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  1-溴菲 在 正丁基锂 、 硼酸三甲酯 、 盐酸 作用下， 以 四氢呋喃 、 正己烷 、 水 为溶剂， 反应 18.0h， 以1.8 g的产率得到phenanthren-1-ylboronic acid
  参考文献：
  名称：

  Extremely deep-blue fluorescent emitters with CIEy ≤ 0.04 for non-doped organic light-emitting diodes based on an indenophenanthrene core

  摘要：

  The fluorescent molecules 7,7-dimethyl-N,N-diphenyl-7H-indeno[1,2-a] phenanthren-9-amine (DIP) and 4-(7,7-dimethyl-7H-indeno[1,2-a]phenanthren-9-yl)-N,N-diphenylaniline (TIP), with indenophenanthrene cores and attached arylamine structures, were synthesized for use as extremely deep blue fluorescent emitting materials. A non-doped device using DIP as an emitting material exhibited a maximum external quantum efficiency of 3.27% and had Commission Internationale de l'Eclairage (CIE) color coordinates of (0.158, 0.040). (C) 2017 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.dyepig.2017.05.014
• 作为产物：
  描述：

  (E)-2-bromostilbene 在 碘 、 methyloxirane 作用下， 以 苯 为溶剂， 以61%的产率得到1-溴菲
  参考文献：
  名称：

  An intramolecular arene-triflate coupling reaction for the regiospecific synthesis of substituted benzofluoranthenes

  摘要：

  An intramolecular triflate-arene coupling reaction mediated by bis(triphenylphosphine)palladium(II) chloride has been developed for the synthesis of each of the isomeric benzofluoranthenes. This reaction, which results in formation of a new five-membered ring, proceeds in highest yield when performed using 0.1 equiv of the palladium catalyst, 3 equiv of lithium chloride, and 1.2 equiv of 1,8-diazabicyclo[5.4.0]undec-7-ene in N,N-dimethylformamide at 140-degrees-C. The biaryl precursors needed for the coupling reaction can be prepared by [1,2-bis(diphenylphosphino)ethane]nickel(II) chloride catalyzed coupling of an aryl bromide with an [o-(methoxymethoxy)aryl]magnesium bromide (prepared by ortho-lithiation of an aryl methoxymethyl ether followed by transmetalation with magnesium bromide). Using this procedure benzo[a]fluoranthene, benzo[b]fluoranthene, benzo[j]fluoranthene, and benzo[k]fluoranthene were prepared in yields of 84%, 85%, 93%, and 64%, respectively. The reaction to prepare benzo[j]fluoranthene was regiospecific and afforded none of the six-membered ring product, perylene. The method was extended to the preparation of benzo[b]fluoranthene (BbF) derivatives with fluoro or methoxy groups on the benzo ring. The cyclization of compounds possessing a methoxy group on the same ring as the triflate required the addition of 0.4 equiv of triphenylphosphine to the reaction mixture. Strategies are reported for the regiospecific preparation of 4-, 5-, 6-, and 7-substituted benzo[b]fluoranthenes. Evidence is presented which suggests the intermediacy of radicals in the oxidative-addition of aryl triflates to the palladium catalyst.

  DOI：

  10.1021/jo00058a023

文献信息

• Methylendioxyphenathrene and stilben derivatives, process for the
  申请人：Dr. Madaus & Co.

  公开号：US04835178A1

  公开（公告）日：1989-05-30

  The present invention provides compounds of the general formula: ##STR1## wherein R.sub.1 is a hydrogen atom or a methoxy or ethoxy radical and R.sub.2 and R.sub.3 are hydrogen atoms or R.sub.2 and R.sub.3 together represent an aromatic carbon-carbon bond and R.sub.1 is a hydrogen atom, a hydroxyl group or an ethoxy radical; and the pharmaceutically acceptable salts thereof. The present invention also provides processes for the preparation of these compounds and pharmaceutical compositions containing them, as well as their use in therapy.

  本发明提供了一般式为：##STR1##的化合物，其中R.sub.1是氢原子或甲氧基或乙氧基基团，R.sub.2和R.sub.3是氢原子或R.sub.2和R.sub.3一起代表芳香族碳-碳键，R.sub.1是氢原子、羟基或乙氧基；以及其药学上可接受的盐。本发明还提供了制备这些化合物的方法和含有它们的药物组合物，以及它们在治疗中的用途。
• Construction of Phenanthrenes and Chrysenes from β-Bromovinylarenes via Aryne Diels–Alder Reaction/Aromatization
  作者：Vikram Singh、Ram Subhawan Verma、Anil K. Khatana、Bhoopendra Tiwari

  DOI：10.1021/acs.joc.9b01644

  日期：2019.11.1

  A highly efficient transition-metal-free general method for the synthesis of polycyclic aromatic hydrocarbons like phenanthrenes and chrysenes (and tetraphene) from β-bromovinylarenes and arynes has been developed. The reactions proceed via an aryne Diels-Alder (ADA) reaction, followed by a facile aromatization. This is the first report on direct construction of chrysenes (and tetraphene) using the

  已开发出一种高效的无过渡金属的通用方法，该方法可从β-溴乙烯基芳烃和芳烃中合成诸如菲和菲（及四苯）之类的多环芳烃。该反应通过芳烃Diels-Alder（ADA）反应进行，然后进行容易的芳构化。这是有关使用ADA方法直接构建车菊（和四苯酚）的第一份报告。与仅限于9/10取代衍生物的文献方法不同，该方法可使用多种官能化的菲。
• Radical Alkyne <i>peri</i> ‐Annulation Reactions for the Synthesis of Functionalized Phenalenes, Benzanthrenes, and Olympicene
  作者：Nikolay P. Tsvetkov、Edgar Gonzalez‐Rodriguez、Audrey Hughes、Gabriel dos Passos Gomes、Frankie D. White、Febin Kuriakose、Igor V. Alabugin

  DOI：10.1002/anie.201712783

  日期：2018.3.26

  cyclization reactions at a peri position were used for the synthesis of polyaromatic compounds. Depending on the choice of reaction conditions and substrate, this flexible approach led to Bu3Sn‐substituted phenalene, benzanthrene, and olympicene derivatives. Subsequent reactions with electrophiles provided synthetic access to previously inaccessible functionalized polyaromatic compounds.

  在周围位置的自由基环化反应用于合成多芳族化合物。根据反应条件和底物的选择，这种灵活的方法可制得Bu 3 Sn取代的菲，苯并蒽和奥林匹克庚烯衍生物。随后与亲电试剂的反应提供了对先前难以获得的官能化多芳族化合物的合成途径。
• 蓝色发光化合物、有机电致发光器件及其应用
  申请人：南京高光半导体材料有限公司

  公开号：CN108148037B

  公开（公告）日：2020-07-14

  本发明涉及领域，具体而言，提供了一种蓝色发光化合物、有机电致发光器件及其应用。该蓝色发光化合物的结构式如下所示：其中，R1和R4均独立地为取代或未取代的苯基、萘基、菲基、蒽基、菲啶、联苯基、吡啶基、嘧啶基或三嗪基中的任意一种；R2、R3和R5均独立地为氢，C1～C20的直链或支链烷基，取代或未取代的苯基、萘基、菲基、蒽基、菲啶、联苯基、吡啶基、嘧啶基或三嗪基中的任意一种。本发明的有机电致发光器件采用上述蓝色发光化合物作为主体物质，使得该有机电致发光器件具有高效率和长寿命的优异性能。
• A Convenient and General Synthesis of Cata- and Peri-Condensed Polycyclic Aromatic Hydrocarbons with a Fjord-Region
  作者：Subodh Kumar

  DOI：10.1055/s-2001-13401

  日期：——

  Synthesis 2001, No. 6, 04 05 2001. Article Identifier: 1437-210X,E;2001,0,06,0841,0844,ftx,en;M03600SS.pdf. © Georg Thieme Verlag Stuttgart · New York ISSN 0039-7881 Abstract: Cataand peri-condensed polycyclic aromatic hydrocarbons (PAHs) 10a-d and 11 have been conveniently synthesized by the application of Suzuki cross-coupling reaction. In three to four steps, these PAHs having fjord-region were

  Synthesis 2001, No. 6, 04 05 2001。文章标识符：1437-210X,E;2001,0,06,0841,0844,ftx,en;M03600SS.pdf。© Georg Thieme Verlag Stuttgart · 纽约 ISSN 0039-7881 摘要：Cata 和环缩合多环芳烃 (PAHs) 10a-d 和 11 已通过 Suzuki 交叉偶联反应方便地合成。在三到四个步骤中，这些具有峡湾区的 PAH 以 35-51% 的总产率从商业上或容易获得的芳基硼酸和芳基溴化物中获得。