| 1535484-17-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• CAS: 1535484-17-3
• 化学式: C₁₅H₁₆N₄
• 分子量: 252.319
• InChiKey: POHIGZSCJUOGHD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.38
• 重原子数：
  19.0
• 可旋转键数：
  2.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  43.6
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  在 十二羰基三钌 、 PIFA 、 三异丙叉丙酮基膦 、 silver nitrate 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 48.0h， 以44%的产率得到9-isopropyl-6-(3-methyl-5-nitrophenyl)purine
  参考文献：
  名称：

  机动设备3促进的钌催化元-6- Arylpurines的C-H硝化

  摘要：

  为了解决6-芳基嘌呤底物间位硝化的挑战，开发了一种通用的钌催化的间位CH硝化反应。使用空间受阻的膦配体对于催化效率至关重要，发现种类繁多的6-芳基嘌呤和核苷适用于该方法，从而以高收率提供了相应的完全间位硝化的产物。

  DOI：

  10.1021/acs.joc.8b00149

文献信息

• Photo‐Induced Ruthenium‐Catalyzed C−H Arylations at Ambient Temperature
  作者：Korkit Korvorapun、Julia Struwe、Rositha Kuniyil、Agnese Zangarelli、Anna Casnati、Marjo Waeterschoot、Lutz Ackermann

  DOI：10.1002/anie.202003035

  日期：2020.10.5

  Ambient temperature ruthenium‐catalyzed C−H arylations were accomplished by visible light without additional photocatalysts. The robustness of the ruthenium‐catalyzed C−H functionalization protocol was reflected by a broad range of sensitive functional groups and synthetically useful pyrazoles, triazoles and sensitive nucleosides and nucleotides, as well as multifold C−H functionalizations. Biscyclometalated

  环境温度钌催化的 C−H 芳基化反应是通过可见光完成的，无需额外的光催化剂。钌催化的 C−H 官能化方案的稳健性体现在广泛的敏感官能团和合成上有用的吡唑、三唑和敏感核苷和核苷酸，以及多重 C−H 官能化。通过详细的计算和实验机理分析，双环金属化钌配合物被确定为光氧化还原钌催化中的关键中间体。计算表明，原位形成的光活性钌物质优选经历内球电子转移。
• Ligand-promoted ruthenium-catalyzed <i>meta</i> C–H chlorination of arenes using <i>N</i>-chloro-2,10-camphorsultam
  作者：Zhoulong Fan、Heng Lu、Zhen Cheng、Ao Zhang

  DOI：10.1039/c8cc03195a

  日期：——

  practical meta C–H chlorination protocol is established via a Ru(0)-catalyzed ortho-metalation strategy. The use of N-chloro-2,10-camphorsultam as a new chlorinating agent is crucial for the success of the current reaction and an N-heterocyclic carbene (NHC) ligand could significantly enhance the reactivity of the catalytic transformation. The mechanistic studies reveal that an unusual ortho C–H ruthenation

  一种实用的元C-H氯化协议建立经由一个钌（0） -催化的邻-metalation策略。使用Ñ氯2,10-樟脑磺内作为新的氯化剂是用于当前反应和N-杂环卡宾（NHC）的成功是至关重要的配体可以显著增强催化转化的反应性。机理研究表明，可能涉及一个不寻常的带有C-Ru键的邻位氯化的邻位C-H钌接替过程。
• Hydrogen-Bond-Assisted Controlled C–H Functionalization via Adaptive Recognition of a Purine Directing Group
  作者：Hyun Jin Kim、Manjaly J. Ajitha、Yongjae Lee、Jaeyune Ryu、Jin Kim、Yunho Lee、Yousung Jung、Sukbok Chang

  DOI：10.1021/ja4118472

  日期：2014.1.22

  We have developed the Rh-catalyzed selective C-H functionalization of 6-arylpurines, in which the purine moiety directs the C-H bond activation of the aryl pendant. While the first C-H amination proceeds via the N1-chelation assistance, the subsequent second C-H bond activation takes advantage of an intramolecular hydrogen-bonding interaction between the initially formed amino group and one nitrogen atom, either N1 or N7, of the purinyl part. Isolation of a rhodacycle intermediate and the substrate variation studies suggest that N1 is the main active site for the C-H functionalization of both the first and second amination in 6-arylpurines, while N7 plays an essential role in controlling the degree of functionalization serving as an intramolecular hydrogen-bonding site in the second amination process. This pseudo-Curtin-Hammett situation was supported by density functional calculations, which suggest that the intramolecular hydrogen-bonding capability helps second amination by reducing the steric repulsion between the first installed ArNH and the directing group.