tetraphenyl-2,4,5,6 pyrimidine | 14277-91-9

• 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: tetraphenyl-2,4,5,6 pyrimidine
• 英文别名: 2,4,5,6-tetraphenylpyrimidine；tetraphenyl-pyrimidine；2,4,5,6-Tetraphenyl-pyrimidin；2,4,5,6-Tetraphenylpyrimidin；Tetraphenylpyrimidin；Tetraphenylpyrimidine
• CAS: 14277-91-9
• 化学式: C₂₈H₂₀N₂
• 分子量: 384.48
• InChiKey: LQOXNYBVBRTLFL-UHFFFAOYSA-N

物化性质

• 熔点：
  199-200 °C
• 沸点：
  437.9±45.0 °C(Predicted)
• 密度：
  1.140±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.8
• 重原子数：
  30
• 可旋转键数：
  4
• 环数：
  5.0
• 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：

  chlorodiphenylazirine 以10%的产率得到
  参考文献：
  名称：

  GALLAGHER, T. C.;STORR, R. C., TETRAHEDRON LETT., 1981, 22, N 30, 2905-2908

  摘要：

  DOI：

文献信息

• Electrophilic Activation of Amides for the Preparation of Poly­substituted Pyrimidines
  作者：Tobias Stopka、Pauline Adler、Gerhard Hagn、Haoqi Zhang、Veronica Tona、Nuno Maulide

  DOI：10.1055/s-0037-1610411

  日期：2019.1

  activation of secondary amides in the presence of alkynes. An unusual mechanistic detour leading to pyridine derivatives as products is also presented and briefly discussed. In this article we describe the straightforward synthesis of polysubstituted pyrimidines by electrophilic activation of secondary amides in the presence of alkynes. An unusual mechanistic detour leading to pyridine derivatives as products

  ◊这些作者做出了同样的贡献。 作为《五十周年综合报告》的一部分发行-黄金周年纪念日 抽象的 在本文中，我们描述了在炔烃存在下通过仲酰胺的亲电活化直接合成多取代的嘧啶的方法。还提出并简要讨论了导致吡啶衍生物作为产物的不寻常的机械绕道。 在本文中，我们描述了在炔烃存在下通过仲酰胺的亲电活化直接合成多取代的嘧啶的方法。还提出并简要讨论了导致吡啶衍生物作为产物的不寻常的机械绕道。
• A simple direct approach to 1-substituted 3-arylisoquinolines from deoxybenzoins and nitriles
  作者：Alberto Garcia、Esther Lete、M.Jesus Villa、Esther Dominguez、M.Dolores Badia

  DOI：10.1016/s0040-4020(01)90107-3

  日期：1988.1

  new one-pot synthesis of 3-arylisoquinolines was accomplished by reaction of deoxybenzoins with an excess of nitriles and phosphorus pentoxide at room temperature. The usefulness of this synthesis was demonstrated by the facile preparation of 1-alkyl, 1-alkenyl, and 1-aryl substituted 3-aryl-isoquinolines and on a preparative scale. The effect of nitrile type and deoxybenzoin substitution pattern on

  通过在室温下使脱氧安息香与过量的腈和五氧化二磷反应，可以完成3-芳基异喹啉的一锅合成。该合成的有用性通过1-烷基，1-链烯基，和1-芳基取代的3-芳基-异喹啉的制备容易表现出与在制备规模。研究了腈类型和脱氧安息香取代模式对环的可行性的影响。在大多数情况下，萘和嘧啶或作为副产物被分离出来。当类似地用三氯氧化磷代替五氧化二磷进行反应时，主要产物是氯二苯乙烯衍生物。
• Synthesis of Aryl-Substituted Pyrimidines by Site-Selective Suzuki-Miyura Cross-Coupling Reactions of 2,4,5,6-Tetrachloropyrimidine
  作者：Munawar Hussain、Nguyen Thai Hung、Rasheed Ahmad Khera、Imran Malik、Dhafer Saber Zinad、Peter Langer

  DOI：10.1002/adsc.201000020

  日期：——

  Suzuki–Miyaura reactions of 2,4,5,6‐tetrachloropyrimidine allow a convenient synthesis of mono‐, di‐, tri‐ and tetraarylpyrimidines which are not readily available by other methods. All reactions proceed with excellent site‐selectivity.

  2,4,5,6-四氯嘧啶的Suzuki-Miyaura反应可以方便地合成单，二，三和四芳基嘧啶，而其他方法不易获得。所有反应均以出色的位点选择性进行。
• Tetraphenylpyrimidine-Based AIEgens: Facile Preparation, Theoretical Investigation and Practical Application
  作者：Junkai Liu、Lingxiang Pan、Qian Peng、Anjun Qin

  DOI：10.3390/molecules22101679

  日期：——

  Aggregation-induced emission (AIE) has become a hot research area and tremendous amounts of AIE-active luminogens (AIEgens) have been generated. To further promote the development of AIE, new AIEgens are highly desirable. Herein, new AIEgens based on tetraphenylpyrimidine (TPPM) are rationally designed according to the AIE mechanism of restriction of intramolecular motion, and facilely prepared under mild reaction conditions. The photophysical property of the generated TPPM, TPPM-4M and TPPM-4P are systematically investigated and the results show that they feature the aggregation-enhanced emission (AEE) characteristics. Theoretical study shows the high-frequency bending vibrations in the central pyrimidine ring of TPPM derivatives dominate the nonradiative decay channels. Thanks to the AEE feature, their aggregates can be used to detect explosives with super-amplification quenching effects, and the sensing ability is higher than typical AIE-active tetraphenylethene. It is anticipated that TPPM derivatives could serve as a new type of widely used AIEgen based on their facile preparation and good thermo-, photo- and chemostabilities.

  聚集诱导发光（AIE）已成为一个热门的研究领域，并产生了大量具有 AIE 活性的发光剂（AIEgens）。为了进一步推动 AIE 的发展，新的 AIEgens 非常值得期待。本文根据限制分子内运动的 AIE 机理，合理设计了基于四苯基嘧啶（TPPM）的新型 AIEgens，并在温和的反应条件下进行了简单制备。系统研究了生成的 TPPM、TPPM-4M 和 TPPM-4P 的光物理性质，结果表明它们具有聚集增强发射（AEE）特性。理论研究表明，TPPM 衍生物中心嘧啶环的高频弯曲振动主导了非辐射衰变通道。得益于 AEE 特性，其聚合体可用于检测具有超放大淬灭效应的爆炸物，其传感能力高于典型的 AIE 活性四苯基噻吩。由于 TPPM 衍生物易于制备，且具有良好的热稳定性、光稳定性和化学稳定性，因此有望成为一种广泛应用的新型 AIEgen。
• Palladium/Silver Cocatalyzed Divergent Dimerization of 2<i>H</i>-Azirines for Regioselective Synthesis of Tetrasubstituted Pyrroles and Pyrimidines
  作者：Yongxing Zhao、Rui Li、Qingzheng Zhao、Jinzhong Yao、Maozhong Miao

  DOI：10.1021/acs.orglett.3c01434

  日期：2023.6.2

  The unprecedented dimerizations of 2H-azirines have been developed under the catalysis of palladium and silver. Upon changing the reaction conditions, the fully aryl-substituted pyrrole and pyrimidine derivatives were furnished in moderate yields with regiospecificity, respectively. Control experiments uncovered distinct catalytic effects of two transition metals, and the proposed catalytic cycles

  在钯和银的催化下，2 H -azirines 的前所未有的二聚化已经发展起来。在改变反应条件后，完全芳基取代的吡咯和嘧啶衍生物分别以中等产率和区域特异性提供。对照实验揭示了两种过渡金属的不同催化作用，所提出的催化循环似乎合理化了化学发散和区域​​选择性。