6-phenylbenzo[b]naphtho[2,1-d]thiophene | 1367458-53-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 6-phenylbenzo[b]naphtho[2,1-d]thiophene
• 英文别名: 6-Phenylnaphtho[1,2-b][1]benzothiole
• CAS: 1367458-53-4
• 化学式: C₂₂H₁₄S
• 分子量: 310.419
• InChiKey: YAPRARJKYWNACR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.2
• 重原子数：
  23
• 可旋转键数：
  1
• 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

• 作为产物：
  描述：

  2-(2-(phenylethynyl)phenyl)benzo[b]thiophene 在 对甲苯磺酸 作用下， 以 环己烷 为溶剂， 反应 9.0h， 以69%的产率得到6-phenylbenzo[b]naphtho[2,1-d]thiophene
  参考文献：
  名称：

  氟代醇-烃双相体系中未活化的炔烃的布朗斯台德酸催化加氢芳基化：菲骨架的构建†

  摘要：

  通过结合布朗斯台德酸催化剂和由1,1,1,3,3,3-六氟丙烷-2-醇（HFIP）和环己烷组成的两相溶剂体系，实现了未活化炔烃的无过渡金属无氢芳基化反应。该方案适用于多种2-炔基联芳基，其可通过6-内-选择性闭环合成取代的菲。双相体系通过适当地将阳离子中间体与中性化合物分离来实现高效的闭环。乙烯基碳正离子中间体在HFIP相中稳定，而底物和产物在环己烷相中分布以抑制分子间副反应。

  DOI：

  10.1039/c9cc04152d

文献信息

• Extended Study of Visible-Light-Induced Photocatalytic [4 + 2] Benzannulation: Synthesis of Polycyclic (Hetero)Aromatics
  作者：Tanmay Chatterjee、Da Seul Lee、Eun Jin Cho

  DOI：10.1021/acs.joc.7b00413

  日期：2017.4.21

  extended study of [4 + 2] benzannulation reactions of 2-(hetero)aryl-substituted anilines with alkynes by visible light photocatalysis. The method requires the use of tBuONO as a diazotizing agent and 0.3 mol % of fac-Ir(ppy)3 as a photocatalyst at room temperature. The reaction proceeded in a chemo- and regioselective manner with high functional group tolerance under mild conditions allowing the preparation

  本文中，我们报道了2-（杂）芳基取代的苯胺与炔烃的[4 + 2]苯并环反应通过可见光催化的扩展研究。该方法需要在室温下使用t BuONO作为重氮化剂，并使用0.3 mol％的fac -Ir（ppy）3作为光催化剂。反应在温和条件下以化学和区域选择性方式进行，具有较高的官能团耐受性，从而可以以中等至高收率制备各种多环（杂）芳族化合物，包括菲。该方法适用于9-苯基菲的克规模合成。
• 4-PHENYLBENZO[G]QUINAZOLINE OR 4-(3,5-DIMETHYLPHENYLBENZO[G]QUINAZOLINE IRIDIUM COMPLEXES FOR USE AS NEAR-INFRARED OR INFRARED EMITTING MATERIALS IN OLEDS
  申请人：Universal Display Corporation

  公开号：EP3321258A1

  公开（公告）日：2018-05-16

  4-Phenylbenzo[g]quinazoline or 4-(3,5-dimethylphenylbenzo[g]quinazoline iridium complexes for use as near-infrared or infrared emitting materials in OLEDs.

  将 4-苯基苯并[g]喹唑啉或 4-(3,5-二甲基苯基苯并[g]喹唑啉铱配合物用作有机发光二极管中的近红外或红外发光材料。
• CARBENE COMPOUNDS AND ORGANIC ELECTROLUMINESCENT DEVICES
  申请人：University of Southern California

  公开号：EP3489243A1

  公开（公告）日：2019-05-29

  A compound selected from the group consisting of Formula I, Formula II, and Formula III, wherein ring A, ring B, and ring C are independently a five-membered or six-membered, carbocyclic or heterocyclic ring, each of which is optionally aromatic; ring W of Formula I is a 6-membered heterocyclic ring, and ring W of Formula II or Formula III is a 5-membered or 6-membered heterocyclic ring; L is a monodentate ligand with a metal coordinating member selected from the group consisting of C, N, O, S, and P; and M is a metal selected from the group consisting of Cu, Au, and Ag.

  从式 I、式 II 和式 III 所组成的组中选出的化合物、 其中 环 A、环 B 和环 C 独立地为五元或六元碳环或杂环，其中每个环均可选为芳香族环； 式 I 的环 W 是六元杂环，式 II 或式 III 的环 W 是五元或六元杂环； L 是单齿配体，其金属配位成员选自 C、N、O、S 和 P 组成的组；以及 M 是选自 Cu、Au 和 Ag 组的金属。
• Cascade cyclization of aryldiynes using iodine: synthesis of iodo-substituted benzo[b]naphtho[2,1-d]thiophene derivatives for dye-sensitized solar cells
  作者：Giovanni Ferrara、Tienan Jin、Md. Akhtaruzzaman、Ashraful Islam、Liyuan Han、Hua Jiang、Yoshinori Yamamoto

  DOI：10.1016/j.tetlet.2012.02.007

  日期：2012.4

  A facile, efficient, and general synthetic method for iodo-substituted benzo[b]naphtho[2,1-d]thiophenes has been developed via a cascade cyclization of thioanisole-substituted aryldiynes using iodine. A new donor-pi linker-acceptor (D-pi-A) organic dye, G1, with the benzo[b]naphtho[2,1-d]thiophene moiety as an electron donor has been synthesized, and the performance of dye-sensitized solar cell based on G1 has been investigated. (C) 2012 Elsevier Ltd. All rights reserved.
• ORGANIC LIGHT EMITTING MATERIALS
  申请人：Universal Display Corporation

  公开号：EP3045465B1

  公开（公告）日：2019-01-30