1,4,6,11-tetraphenyl-2,3-diazatetracene | 1620206-77-0

• 分子结构分类: 有机化合物 - 木脂素、新木脂素和相关化合物 - 芳基萘木脂素
• 英文名称: 1,4,6,11-tetraphenyl-2,3-diazatetracene
• 英文别名: 1,4,6,11-Tetraphenylnaphtho[2,3-g]phthalazine；1,4,6,11-tetraphenylnaphtho[2,3-g]phthalazine
• CAS: 1620206-77-0
• 化学式: C₄₀H₂₆N₂
• 分子量: 534.66
• InChiKey: BIFBGSIPVWZLGC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.6
• 重原子数：
  42
• 可旋转键数：
  4
• 环数：
  8.0
• 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

• 作为产物：
  描述：

  3,6-二苯基-1,2,4,5-四嗪 、 3-amino-9,10-diphenylanthracene-2-carboxylic acid 以 1,2-二氯乙烷 为溶剂， 以40%的产率得到1,4,6,11-tetraphenyl-2,3-diazatetracene
  参考文献：
  名称：

  制备线性2,3-二氮杂少并苯衍生物的简便方法

  摘要：

  在这封信中，我们证明了线性3,3-二氮杂萘（1），2,3-二氮杂蒽（2）和2,3-二氮杂戊烷（3）可以通过3之间的[4 + 2]环加成反应轻松制备，从邻氨基芳基羧酸原位生成6-二苯基-1,2,4,5-四嗪作为二烯，芳烃作为亲二烯体。所制备的化合物的物理性质和晶体堆积1 - 3经全面调查。另外，理论研究进一步证实了实验数据（例如，带隙和带位置）。

  DOI：

  10.1016/j.tetlet.2014.06.033

文献信息

• A concise method to prepare linear 2,3-diazaoligoacene derivatives
  作者：Junbo Li、Junkuo Gao、Wei-Wei Xiong、Qichun Zhang

  DOI：10.1016/j.tetlet.2014.06.033

  日期：2014.7

  be easily prepared through [4+2] cycloaddition reaction between 3,6-diphenyl-1,2,4,5-tetrazine as the diene and arynes as dienophiles, generated in situ from ortho-aminoarylcarboxylic acids. The physical properties and crystal packing of the prepared compounds 1–3 were fully investigated. In addition, the experimental data (e.g., band gap and band position) are further confirmed by theoretical studies

  在这封信中，我们证明了线性3,3-二氮杂萘（1），2,3-二氮杂蒽（2）和2,3-二氮杂戊烷（3）可以通过3之间的[4 + 2]环加成反应轻松制备，从邻氨基芳基羧酸原位生成6-二苯基-1,2,4,5-四嗪作为二烯，芳烃作为亲二烯体。所制备的化合物的物理性质和晶体堆积1 - 3经全面调查。另外，理论研究进一步证实了实验数据（例如，带隙和带位置）。
• Synthesis, physical properties and OLED performance of azatetracenes
  作者：Junbo Li、Fei Yan、Junkuo Gao、Peizhou Li、Wei-Wei Xiong、Yanli Zhao、Xiao Wei Sun、Qichun Zhang

  DOI：10.1016/j.dyepig.2014.06.027

  日期：2015.1

  Two novel azatetracenes: 5,7,8,9,10,12-hexaphenyl-2-azatetracene (2) and 1,4,6,11-tetraphenyl-2,3-diazatetracene (3), were synthesized and characterized. Comparing to Rubrene, 2 and 3 show blue-shifted absorptions. Interestingly, 2 displays stronger emission than rubrene in CH2Cl2, while the fluorescence of 3 is almost quenched. The electrochemical studies suggested that inserting sp(2) N atoms into the backbone of tetracene could decrease both HOMO and LUMO orbital energies and more sp(2) N atoms would result in lower HOMO orbital energy level. Since 2 has stronger fluorescence than rubrene, organic light emitting devices with 2 as emitters have been fabricated and the as-fabricated devices show a maximum current efficiency as high as 6.6 cd A(-1). Our results indicated that the number of sp(2) N atoms in the backbone of parent oligoacenes did have strong effect on the properties of as-resulted azaoligoacenes and this research could provide some guides to design and synthesize novel larger azaacenes. (C) 2014 Elsevier Ltd. All rights reserved.