2-(pyren-1-yl)benzo[d]oxazole | 20982-12-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 芘
• 英文名称: 2-(pyren-1-yl)benzo[d]oxazole
• 英文别名: 2-pyren-1-yl-benzooxazole；2-Pyren-1-yl-1,3-benzoxazole
• CAS: 20982-12-1
• 化学式: C₂₃H₁₃NO
• 分子量: 319.362
• InChiKey: WZWLFGDAYYFLNF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.5
• 重原子数：
  25
• 可旋转键数：
  1
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  26
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  1-芘甲醛 在 氰化四丁基铵 作用下， 以 四氢呋喃 、 乙醇 为溶剂， 反应 13.0h， 生成 2-(pyren-1-yl)benzo[d]oxazole
  参考文献：
  名称：

  A phenolic Schiff base for highly selective sensing of fluoride and cyanide via different channels

  摘要：

  A chemosensor based on phenolic Schiff base bearing a pyrene group (sensor 1) has been synthesized and demonstrated. Sensor 1 showed a highly selective colorimetric response to fluoride anions based on a deprotonation process and fluorescent response to cyanide anions (606-fold fluorescence quantum yield enhancement) based on a cyclization process. Moreover, the cyclization of phenolic Schiff bases induced by cyanide could be used as a new way to synthesize 2-substituted benzoxazoles. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2011.10.105

文献信息

• MATERIAL FOR LIGHT-EMITTING ELEMENT AND LIGHT EMITTING ELEMENT
  申请人：Sugimoto Kazunori

  公开号：US20090066245A1

  公开（公告）日：2009-03-12

  The present invention is a light-emitting device material characterized by containing a pyrene compound represented by the following general formula (1): wherein R1 to R10 are specific functional groups, provided that at least one of the R1 to R10 is a substituent represented by the following general formula (2): wherein R11 to R14 are specific functional groups, provided that any one of the R11 to R14 is used for a single bond with a pyrene skeleton; X1 is a group represented by the following general formula (3): wherein R15 is a specific functional group; and Y1 to Y4 is selected from among a nitrogen atom and a carbon atom, provided that at least one of the Y1 to Y4 is a nitrogen atom and at least one thereof is a carbon atom, and no substituents exist on the nitrogen atom in the case of the nitrogen atom. This material provides a light-emitting device having high luminous efficiency and excellent durability.

  本发明是一种发光装置材料，其特征在于包含以下通式（1）所表示的芘化合物，其中R1至R10是特定的功能基团，但至少其中之一是以下通式（2）所表示的取代基：其中R11至R14是特定的功能基团，但其中任意一个用于与芘骨架形成单键；X1是以下通式（3）所表示的基团：其中R15是特定的功能基团；Y1至Y4从氮原子和碳原子中选择，但至少一个是氮原子，且其中至少一个是碳原子，在氮原子的情况下不存在取代基。该材料提供了具有高发光效率和优异耐久性的发光装置。
• Coupling of Heteroarene and Arenol via Nickel‐Catalyzed C−H/C−OH Activation
  作者：Chen‐Hsun Hung、Ting‐Hsuan Wang、Glenn P. A. Yap、Joon Ching Juan、Tiow‐Gan Ong

  DOI：10.1002/cctc.202300249

  日期：2023.6.9

  A nickel-catalyzed heteroarene C−H/arenol C−OH coupling reaction is reported, which omits the use of strong Lewis-acid additive and low atom-economy protecting reagent. Arrays of arenols and heteroarenes are effective in this protocol using the in-situ activating reagent pivalic anhydride.

  报道了镍催化的杂芳烃 C-H/芳醇 C-OH 偶联反应，该反应省略了强路易斯酸添加剂和低原子经济性保护试剂的使用。arenols 和 heteroarenes 的阵列在该协议中使用原位激活试剂 pivalic 酸酐是有效的。
• Copper-Mediated Synthesis of Substituted 2-Aryl-<i>N</i>-benzylbenzimidazoles and 2-Arylbenzoxazoles via C–H Functionalization/C–N/C–O Bond Formation
  作者：Murali Mohan Guru、Md Ashif Ali、Tharmalingam Punniyamurthy

  DOI：10.1021/jo2005632

  日期：2011.7.1

  An efficient method for the transformation of N-benzyl bisarylhydrazones and bisaryloxime ethers to functionalized 2-aryl-N-benzylbenzimidazoles and 2-arylbenzoxazoles is described. The protocol involves a copper(II)-mediated cascade C-H functionalization/C-N/C-O bond formation under neutral conditions. Substrates having either electron-donating or -withdrawing substituents undergo the cyclization to afford the target heterocycles at moderate temperature.
• US7901794B2
  申请人：——

  公开号：US7901794B2

  公开（公告）日：2011-03-08
• A phenolic Schiff base for highly selective sensing of fluoride and cyanide via different channels
  作者：Libin Zang、Dayan Wei、Shichao Wang、Shimei Jiang

  DOI：10.1016/j.tet.2011.10.105

  日期：2012.1

  A chemosensor based on phenolic Schiff base bearing a pyrene group (sensor 1) has been synthesized and demonstrated. Sensor 1 showed a highly selective colorimetric response to fluoride anions based on a deprotonation process and fluorescent response to cyanide anions (606-fold fluorescence quantum yield enhancement) based on a cyclization process. Moreover, the cyclization of phenolic Schiff bases induced by cyanide could be used as a new way to synthesize 2-substituted benzoxazoles. (C) 2011 Elsevier Ltd. All rights reserved.