5,8-dibromo-2,3-di(naphthalen-2-yl)quinoxaline | 1267563-91-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: 5,8-dibromo-2,3-di(naphthalen-2-yl)quinoxaline
• 英文别名: 5,8-Dibromo-2,3-dinaphthalen-2-ylquinoxaline；5,8-dibromo-2,3-dinaphthalen-2-ylquinoxaline
• CAS: 1267563-91-6
• 化学式: C₂₈H₁₆Br₂N₂
• 分子量: 540.256
• InChiKey: YLZRERXRJGOMRV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.4
• 重原子数：
  32
• 可旋转键数：
  2
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  25.8
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  5,8-dibromo-2,3-di(naphthalen-2-yl)quinoxaline 、 三丁基(2,3-二氢噻吩并[3,4-b]-[1,4]二恶英-5-基)锡烷 在 bis-triphenylphosphine-palladium(II) chloride 作用下， 以 四氢呋喃 为溶剂， 反应 18.0h， 以65%的产率得到5,8-bis(2,3-dihydrothieno[3,4-b] [1,4]dioxin-5-yl)-2,3-di(naphthalen-2-yl) quinoxaline
  参考文献：
  名称：

  Green to highly transmissive switching multicolored electrochromes: Ferrocene pendant group effect on electrochromic properties

  摘要：

  Two new quinoxaline and ethylenedioxythiophene (EDOT) based polymers: poly(5,8-bis(2,3-dihydrothieno[3,4-b][1,4]dioxin-5-yl)-2-(phenyll)-3-ferrocenylquinoxaline) (P1) and poly(5,8-bis(2,3-dihydrothieno[3,4-b][1,4]dioxin-5-yl)-2,3-di(naphthalen-2-yl) quinoxaline) (P2) were synthesized and characterized in terms of their electrochemical and spectroelectrochemical properties. The polymers were both p and n-type dopable. The polymers can be switched between green and transparent states during p-doping/dedoping. They were compared with their previously reported analogues in order to investigate ferrocene pendant group effect on electrochromic characteristics. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.reactfunctpolym.2010.11.024
• 作为产物：
  描述：

  2,1,3-苯并噻二唑 在 sodium tetrahydroborate 、 氢溴酸 、 溴 、 对甲苯磺酸 作用下， 以 乙醇 为溶剂， 生成 5,8-dibromo-2,3-di(naphthalen-2-yl)quinoxaline
  参考文献：
  名称：

  Green to highly transmissive switching multicolored electrochromes: Ferrocene pendant group effect on electrochromic properties

  摘要：

  Two new quinoxaline and ethylenedioxythiophene (EDOT) based polymers: poly(5,8-bis(2,3-dihydrothieno[3,4-b][1,4]dioxin-5-yl)-2-(phenyll)-3-ferrocenylquinoxaline) (P1) and poly(5,8-bis(2,3-dihydrothieno[3,4-b][1,4]dioxin-5-yl)-2,3-di(naphthalen-2-yl) quinoxaline) (P2) were synthesized and characterized in terms of their electrochemical and spectroelectrochemical properties. The polymers were both p and n-type dopable. The polymers can be switched between green and transparent states during p-doping/dedoping. They were compared with their previously reported analogues in order to investigate ferrocene pendant group effect on electrochromic characteristics. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.reactfunctpolym.2010.11.024

文献信息

• Green to highly transmissive switching multicolored electrochromes: Ferrocene pendant group effect on electrochromic properties
  作者：Şerife Özdemir、Abidin Balan、Derya Baran、Özdemir Doğan、Levent Toppare

  DOI：10.1016/j.reactfunctpolym.2010.11.024

  日期：2011.2

  Two new quinoxaline and ethylenedioxythiophene (EDOT) based polymers: poly(5,8-bis(2,3-dihydrothieno[3,4-b][1,4]dioxin-5-yl)-2-(phenyll)-3-ferrocenylquinoxaline) (P1) and poly(5,8-bis(2,3-dihydrothieno[3,4-b][1,4]dioxin-5-yl)-2,3-di(naphthalen-2-yl) quinoxaline) (P2) were synthesized and characterized in terms of their electrochemical and spectroelectrochemical properties. The polymers were both p and n-type dopable. The polymers can be switched between green and transparent states during p-doping/dedoping. They were compared with their previously reported analogues in order to investigate ferrocene pendant group effect on electrochromic characteristics. (C) 2010 Elsevier Ltd. All rights reserved.