5-(4-tert-butyl-phenyl)-2-(4-methoxy-phenyl)-pyrimidine | 1187370-35-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 5-(4-tert-butyl-phenyl)-2-(4-methoxy-phenyl)-pyrimidine
• 英文别名: 5-(4-Tert-butylphenyl)-2-(4-methoxyphenyl)pyrimidine；5-(4-tert-butylphenyl)-2-(4-methoxyphenyl)pyrimidine
• CAS: 1187370-35-9
• 化学式: C₂₁H₂₂N₂O
• 分子量: 318.418
• InChiKey: MXEAEWOSDHGWDK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  24
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  35
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  乙酰丙酮 、 氯化铱(III) 水合物 、 5-(4-tert-butyl-phenyl)-2-(4-methoxy-phenyl)-pyrimidine 在 Na₂CO₃ 作用下， 以 乙二醇乙醚 、 乙二醇甲醚 、 水 为溶剂， 以31%的产率得到(5-(4-tert-butyl-phenyl)-2-(4-methoxy-phenyl)2Ir(acetylacetonato)
  参考文献：
  名称：

  Synthesis and characterization of cyclometalated iridium(III) complexes containing pyrimidine-based ligands

  摘要：

  New pyrimidine derivatives (pyr) have been synthesized using palladium-catalyzed Suzuki coupling reaction. These compounds can undergo cyclometalation with iridium trichloride to form bis-cyclometalated iridium complexes, (pyr)(2)Ir(acac) (acac = acetylacetonate; pyr = cyclometalated pyr). The substituents at the both cyclometalated phenyl ring and pyrimidine ring were found to affect both electrochemical and photophysical properties of the complexes. Computation results on these complexes are consistent with the electrochemical and photophysical data. The complexes are green-emitting with good solution quantum yields at similar to 0.30. Light-emitting devices using these complexes as dopants were fabricated, and the device performance at 100 mA/cm(2) are moderate: 9 (17 481 cd/m(2), 4.8%, 18 cd/A, 5.1 lm/W); 10 (18 704 cd/m(2), 4.9%, 18.9 cd/A, 4.7 lm/W); 13 (20 942 cd/m(2), 5.4%, 21.0 cd/A, 6.1 lm/W). (C) 2009 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2009.04.011
• 作为产物：
  描述：

  5-Bromo-2-(4-methoxyphenyl)pyrimidine 、 4-叔丁基苯硼酸 在 四(三苯基膦)钯 、 三叔丁基膦 、 sodium carbonate 作用下， 以 水 、 甲苯 为溶剂， 生成 5-(4-tert-butyl-phenyl)-2-(4-methoxy-phenyl)-pyrimidine
  参考文献：
  名称：

  Synthesis and characterization of cyclometalated iridium(III) complexes containing pyrimidine-based ligands

  摘要：

  New pyrimidine derivatives (pyr) have been synthesized using palladium-catalyzed Suzuki coupling reaction. These compounds can undergo cyclometalation with iridium trichloride to form bis-cyclometalated iridium complexes, (pyr)(2)Ir(acac) (acac = acetylacetonate; pyr = cyclometalated pyr). The substituents at the both cyclometalated phenyl ring and pyrimidine ring were found to affect both electrochemical and photophysical properties of the complexes. Computation results on these complexes are consistent with the electrochemical and photophysical data. The complexes are green-emitting with good solution quantum yields at similar to 0.30. Light-emitting devices using these complexes as dopants were fabricated, and the device performance at 100 mA/cm(2) are moderate: 9 (17 481 cd/m(2), 4.8%, 18 cd/A, 5.1 lm/W); 10 (18 704 cd/m(2), 4.9%, 18.9 cd/A, 4.7 lm/W); 13 (20 942 cd/m(2), 5.4%, 21.0 cd/A, 6.1 lm/W). (C) 2009 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2009.04.011

文献信息

• Synthesis and characterization of cyclometalated iridium(III) complexes containing pyrimidine-based ligands
  作者：Cing-Fong Lin、Wei-Sheng Huang、Hsien-Hsin Chou、Jiann T. Lin

  DOI：10.1016/j.jorganchem.2009.04.011

  日期：2009.8

  New pyrimidine derivatives (pyr) have been synthesized using palladium-catalyzed Suzuki coupling reaction. These compounds can undergo cyclometalation with iridium trichloride to form bis-cyclometalated iridium complexes, (pyr)(2)Ir(acac) (acac = acetylacetonate; pyr = cyclometalated pyr). The substituents at the both cyclometalated phenyl ring and pyrimidine ring were found to affect both electrochemical and photophysical properties of the complexes. Computation results on these complexes are consistent with the electrochemical and photophysical data. The complexes are green-emitting with good solution quantum yields at similar to 0.30. Light-emitting devices using these complexes as dopants were fabricated, and the device performance at 100 mA/cm(2) are moderate: 9 (17 481 cd/m(2), 4.8%, 18 cd/A, 5.1 lm/W); 10 (18 704 cd/m(2), 4.9%, 18.9 cd/A, 4.7 lm/W); 13 (20 942 cd/m(2), 5.4%, 21.0 cd/A, 6.1 lm/W). (C) 2009 Elsevier B.V. All rights reserved.