2,3,7,8-tetra(2-(5-bromothienyl))-pyrazino[2,3-g]quinoxaline | 1191289-48-1

• 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: 2,3,7,8-tetra(2-(5-bromothienyl))-pyrazino[2,3-g]quinoxaline
• 英文别名: 2,3,7,8-Tetrakis(5-bromothiophen-2-yl)pyrazino[2,3-g]quinoxaline；2,3,7,8-tetrakis(5-bromothiophen-2-yl)pyrazino[2,3-g]quinoxaline
• CAS: 1191289-48-1
• 化学式: C₂₆H₁₀Br₄N₄S₄
• 分子量: 826.272
• InChiKey: SUWZNZOZKYGTCC-UHFFFAOYSA-N

物化性质

• 沸点：
  702.0±55.0 °C(Predicted)
• 密度：
  1.994±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  10.1
• 重原子数：
  38
• 可旋转键数：
  4
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  165
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  2-[5,5''-bis(trimethylsilyl)-[2,2':3',2''-terthiophen]-5'-yl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 、 2,3,7,8-tetra(2-(5-bromothienyl))-pyrazino[2,3-g]quinoxaline 在 tris(dibenzylideneacetone)dipalladium(0) chloroform complex 、 正辛基三甲基溴化铵 、 potassium carbonate 、 tri tert-butylphosphoniumtetrafluoroborate 作用下， 以 二氯甲烷 、 水 为溶剂， 反应 16.0h， 以91%的产率得到2,3,7,8-tetrakis((5′-(5-trimethylsilylthien-2-yl)-5″-trimethylsilyl-2,2′:4′,2″-terthien-5-yl))-pyrazino[2,3-g]quinoxaline
  参考文献：
  名称：

  Conjugated Oligothienyl Dendrimers Based on a Pyrazino[2,3-g]quinoxaline Core

  摘要：

  The synthesis of a new series of conjugated dendrimers based on an electron-accepting core is introduced. The compounds showed broad absorption bands over 300-700 nm and have reduced HOMO-LUMO gaps of 1.7-1.9 eV. Incorporation of these compounds in bulk heterojunction solar cells as electron-donating material along with PC(61)BM as electron acceptor gave power conversion efficiencies of up to 1.3% for the second-generation dendrimer.

  DOI：

  10.1021/ol9015546
• 作为产物：
  描述：

  1,2-bis(5-bromothiophen-2-yl)ethane-1,2-dione 、 1,2,4,5-benzenetetraamine tetrahydrochloride 在 溶剂黄146 作用下， 反应 72.0h， 以47%的产率得到2,3,7,8-tetra(2-(5-bromothienyl))-pyrazino[2,3-g]quinoxaline
  参考文献：
  名称：

  Conjugated Oligothienyl Dendrimers Based on a Pyrazino[2,3-g]quinoxaline Core

  摘要：

  The synthesis of a new series of conjugated dendrimers based on an electron-accepting core is introduced. The compounds showed broad absorption bands over 300-700 nm and have reduced HOMO-LUMO gaps of 1.7-1.9 eV. Incorporation of these compounds in bulk heterojunction solar cells as electron-donating material along with PC(61)BM as electron acceptor gave power conversion efficiencies of up to 1.3% for the second-generation dendrimer.

  DOI：

  10.1021/ol9015546

文献信息

• Conjugated Oligothienyl Dendrimers Based on a Pyrazino[2,3-<i>g</i>]quinoxaline Core
  作者：Michael Mastalerz、Viktor Fischer、Chang-Qi Ma、René A. J. Janssen、Peter Bäuerle

  DOI：10.1021/ol9015546

  日期：2009.10.15

  The synthesis of a new series of conjugated dendrimers based on an electron-accepting core is introduced. The compounds showed broad absorption bands over 300-700 nm and have reduced HOMO-LUMO gaps of 1.7-1.9 eV. Incorporation of these compounds in bulk heterojunction solar cells as electron-donating material along with PC(61)BM as electron acceptor gave power conversion efficiencies of up to 1.3% for the second-generation dendrimer.