Benzophenanthro<3,4-d>thiophene | 82255-65-0

• 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: Benzophenanthro<3,4-d>thiophene
• 英文别名: benzo[b]phenanthro[3,4-b]thiophene；benzo[b]phenanthro[3,4-d]thiophene；phenanthro[4,3-b][1]benzothiophene；Benzo(b)phenanthro(3,4-d)thiophene；3-thiapentacyclo[11.8.0.02,10.04,9.016,21]henicosa-1(13),2(10),4,6,8,11,14,16,18,20-decaene
• CAS: 82255-65-0
• 化学式: C₂₀H₁₂S
• 分子量: 284.381
• InChiKey: ZWDGBSXTMNEXQB-UHFFFAOYSA-N

物化性质

• 熔点：
  125-126 °C
• 沸点：
  523.2±19.0 °C(Predicted)
• 密度：
  1.320±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.9
• 重原子数：
  21
• 可旋转键数：
  0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  28.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  Benzophenanthro<3,4-d>thiophene 在 溴 作用下， 以 氯仿 为溶剂， 反应 2.0h， 以82%的产率得到12-Bromo-3-thiapentacyclo[11.8.0.02,10.04,9.016,21]henicosa-1,4,6,8,10,12,14,16,18,20-decaene
  参考文献：
  名称：

  NOVEL ORGANIC HETEROCYCLIC COMPOUND AND LIGHT-EMITTING DEVICE COMPRISING SAME

  摘要：

  本发明涉及一种由[化学公式A]表示的有机发光化合物以及一种有机发光器件。在化学公式中，A、X、Y、Z以及取代基R1至R8和R11至R20如说明书中所定义。

  公开号：

  US20180072753A1
• 作为产物：
  描述：

  3-[(E)-2-naphthalen-2-ylethenyl]-1-benzothiophene 生成 Benzophenanthro<3,4-d>thiophene
  参考文献：
  名称：

  PRATAP, RAM;LEE, M. L.;CASTLE, R. N., J. HETEROCYCL. CHEM., 1982, 19, N 1, 219-220

  摘要：

  DOI：

文献信息

• Synthetic Utility of Arylmethylsulfones: Annulative π-Extension of Aromatics and Hetero-aromatics Involving Pd(0)-Catalyzed Heck Coupling Reactions
  作者：Elumalai Sankar、Potharaju Raju、Jayachandran Karunakaran、Arasambattu K. Mohanakrishnan

  DOI：10.1021/acs.joc.7b01813

  日期：2017.12.15

  A straightforward and general method for the synthesis of annulated thiophene, dibenzothiophene, and carbazoles analogues has been achieved involving alkylation of 2-bromo-1-(phenylsulfonylmethyl)arene/heteroarene with arylmethyl bromides/heteroarylmethyl bromides using t-BuOK as a base in DMF, followed by Pd(0)-mediated intramolecular Heck coupling in the presence of K2CO3 in DMF at 80–140 °C. The

  已经实现了一种简单且通用的合成环状噻吩，二苯并噻吩和咔唑类似物的方法，该方法涉及在DMF中使用t- BuOK作为碱，将2-溴-1-（苯基磺酰基甲基）芳烃/杂芳烃与芳基甲基溴/杂芳基甲基溴进行烷基化。然后在80–140°C下在DMF中存在K 2 CO 3的情况下进行Pd（0）介导的分子内Heck偶联。此协议的有吸引力的特征是，各种各样的π共轭杂环的可通过arylmethylsulfones和苄基溴化物的适当选择可以容易地访问。
• Thiophene analogues of carcinogenic polycyclic hydrocarbons. Elbs pyrolysis of various aroylmethylbenzo[<i>b</i>]thiophenes
  作者：Alain Croisy、Joël Mispelter、Jean-Marc Lhoste、François Zajdela、Pierre Jacquignon

  DOI：10.1002/jhet.5570210217

  日期：1984.3

  benzophenanthrothiophenes 14–17 through Elbs cyclodehydration of ortho-methylated aroylbenzo[b]thiophenes is described. The occurrence of a rearrangement of the thiophene ring in the course of the cyclization is discussed as well as the influence of the temperature on a concurrent cyclodehydration process. Several of these poly-condensed thiophenes were found carcinogenic in mice.

  描述了通过邻甲基化的芳酰基苯并[ b ]噻吩的Elbs环脱水反应合成苯并萘噻吩9和10以及苯并噻吩噻吩14-17。讨论了环化过程中噻吩环重排的发生以及温度对同时进行的环脱水过程的影响。发现这些缩聚噻吩中的几种在小鼠中具有致癌性。
• Electrophilic Chemistry of Thia-PAHs:  Stable Carbocations (NMR and DFT), S-Alkylated Onium Salts, Model Electrophilic Substitutions (Nitration and Bromination), and Mutagenicity Assay
  作者：Kenneth K. Laali、Joong-Hyun Chun、Takao Okazaki、Subodh Kumar、Gabriela L. Borosky、Carol Swartz

  DOI：10.1021/jo701502y

  日期：2007.10.1

  from several classes of thia-PAHs with four fused rings, namely, benzo[b]naphtho[2,1-d]thiophene (1) and its 3-methoxy derivative (2), phenanthro[4,3-b]thiophene (3) and its 7-methoxy (4), 10-methoxy (5), and 9-methoxy (6) derivatives, phenanthro[3,4-b]thiophene (7) and its 7-methoxy (8) and 9-methoxy (9) derivatives, and 3-methoxybenzo[b]naphtha[1,2-d]thiophene (11). In several cases, the resulting carbocations

  从具有四个稠环的几类硫杂多环芳烃中报道了稳定碳正离子的第一个例子，即苯并[ b ]萘并[2,1- d ]噻吩 ( 1 ) 及其 3-甲氧基衍生物 ( 2 )，菲 [4 ] ,3- b ]噻吩( 3 )及其7-甲氧基( 4 )、10-甲氧基( 5 )和9-甲氧基( 6 )衍生物、菲[3,4- b ]噻吩( 7 )及其7-甲氧基 ( 8 ) 和 9-甲氧基 ( 9 ) 衍生物，以及 3-甲氧基苯并[ b ] 萘[1,2- d ] 噻吩 ( 11）。在一些情况下，GIAO-DFT 还研究了由此产生的碳正离子。探测了所得碳正离子中的电荷离域模式。一系列S-烷基化的四氟硼酸鎓，即1Me +, 1Et +, 2Et +, 和7Me +（从1、2和7），10Me +和10Et +(来自苯并[ b ]石脑油[1,2- d ]噻吩10 ), 12Me +和12Et +（来自菲 [3,2- b ][1] 苯并噻吩12），13Me
• COMPOUND FOR ORGANIC ELECTRONIC ELEMENT, ORGANIC ELECTRONIC ELEMENT COMPRISING THE SAME, AND ELECTRONIC DEVICE THEREOF
  申请人：DUK SAN NEOLUX CO., LTD.

  公开号：US20200223835A1

  公开（公告）日：2020-07-16

  The present invention provides the compound represented by Formula 1, and an organic electric element comprising a first electrode, a second electrode, and an organic material layer formed between the first electrode and the second electrode, wherein the organic material layer comprises the compound represented by Formula 1. The driving voltage of an organic electronic device can be lowered, and the luminous efficiency, color purity and life time of an organic electronic device can be improved by comprising the compound represented by Formula 1 in the organic material layer.

  本发明提供了由式1表示的化合物以及包括第一电极、第二电极和形成在第一电极和第二电极之间的有机材料层的有机电元件，其中有机材料层包括由式1表示的化合物。在有机电子设备中加入由式1表示的化合物可以降低驱动电压，并且可以提高有机电子设备的发光效率、色彩纯度和寿命。
• Compound for organic electronic element, organic electronic element comprising the same, and electronic device thereof
  申请人：DUK SAN NEOLUX CO., LTD.

  公开号：US10968208B2

  公开（公告）日：2021-04-06

  The present invention provides the compound represented by Formula 1, and an organic electric element comprising a first electrode, a second electrode, and an organic material layer formed between the first electrode and the second electrode, wherein the organic material layer comprises the compound represented by Formula 1. The driving voltage of an organic electronic device can be lowered, and the luminous efficiency, color purity and life time of an organic electronic device can be improved by comprising the compound represented by Formula 1 in the organic material layer.

  本发明提供了式 1 所代表的化合物，以及一种有机电子元件，该元件包括第一电极、第二电极以及形成于第一电极和第二电极之间的有机材料层，其中有机材料层包括式 1 所代表的化合物。通过在有机材料层中包含式 1 所代表的化合物，可以降低有机电子器件的驱动电压，并提高有机电子器件的发光效率、色彩纯度和使用寿命。