3-amino-1-(t-butyl)-1H-imidazolium 2,4-dinitrophenolate | 1426852-97-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 3-amino-1-(t-butyl)-1H-imidazolium 2,4-dinitrophenolate
• CAS: 1426852-97-2
• 化学式: C₆H₃N₂O₅*C₇H₁₄N₃
• 分子量: 323.308
• InChiKey: DPMPXEJRXIEDAZ-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  0.82
• 重原子数：
  23.0
• 可旋转键数：
  2.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  144.17
• 氢给体数：
  1.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  3-amino-1-(t-butyl)-1H-imidazolium 2,4-dinitrophenolate 在 potassium carbonate 作用下， 以 四氢呋喃 、 苯 为溶剂， 反应 19.17h， 生成 [Ag₃(1-(t-butyl)-3-trifluoroacetylimino-1H-imidazolium ylide(-1H))₂]
  参考文献：
  名称：

  N-Acyliminoimidazolium Ylides as Precursors to Anionic N-Heterocyclic Carbene Ligands: Control of Topology and Reactivity

  摘要：

  A family of N-heterocyclic carbene ligands based on N-acyl iminoimidazolium ylides has been developed and investigated. The ylides are stable and are easily obtained in two steps. Following deprotonation, they form bidentate anionic NHC ligands. The synthesis of silver(I) complexes was explored. Different complex structures have been obtained, depending on the steric and electronic properties of the starting ylide proligands. Dimeric structures were usually obtained, but trimeric structures were observed under certain conditions. DFT calculations were used to explain these results. The electronic properties of the complexes can be modified by the choice of the electron-withdrawing group attached to the anionic tether. The silver complexes are proficient ligand transfer agents. The first example of a proligand/ligand exchange was demonstrated. The catalytic activity of the silver complexes was evaluated in a model (3 + 2) heterocycloaddition of an imino ester with an activated alkene.

  DOI：

  10.1021/om400078f
• 作为产物：
  描述：

  2,4-二硝基苯基羟胺 、 1-叔丁基-1H-咪唑 以 乙腈 为溶剂， 反应 16.0h， 以100%的产率得到3-amino-1-(t-butyl)-1H-imidazolium 2,4-dinitrophenolate
  参考文献：
  名称：

  从螯合到桥接配体：N-磺酰亚胺亚咪唑鎓盐作为前体到阴离子N-杂环碳烯配体

  摘要：

  报道了基于N-磺酰氨基亚氨基咪唑鎓叶立德的阴离子N-杂环卡宾（NHC）配体新家族的合成和研究。与先前报道的源自N-酰基亚氨基咪唑族的配体相比，已经合成了它们相应的银配合物并呈现出独特的几何形状。用钯（II）烯丙基络合物对两个配体家族进行比较，以研究其结合模式偏好。该ñ衍生的配体磺酰被发现强烈支持桥接结合，而不是螯合作用。利用这种强烈的偏好来合成新型的铜（I）-钯（II）异三金属配合物。

  DOI：

  10.1021/acs.organomet.8b00764

文献信息

• Synthesis of NHC-Iridium(III) Complexes Based on<i>N</i>-Iminoimidazolium Ylides and Their Use for the Amine Alkylation by Borrowing Hydrogen Catalysis
  作者：Vincent Guérin、Claude Y. Legault

  DOI：10.1021/acs.organomet.0c00726

  日期：2021.2.8

  ylides, were used to synthesize NHC-iridium(III) complexes. Their catalytic activities were evaluated in the amine alkylation of anilines using borrowing hydrogen catalysis. The high-yielding synthesis of a small library of complexes allowed a rapid screening of the ideal steric bulk of the NHC unit and basicity of the anionic tether for the investigated model reaction. A bulky aromatic N group on

  我们小组最近开发的源自N-亚氨基咪唑鎓盐的阴离子NHC配体用于合成NHC-铱（III）配合物。在借用氢催化的苯胺的胺烷基化中评估了它们的催化活性。小型合成物库的高产率合成，可以快速筛选出NHC单元的理想空间体积和阴离子系链的碱性，以用于所研究的模型反应。为了获得高催化活性，需要在咪唑烷部分上具有庞大的芳族N基团，后者与阴离子基团的碱性成正比。进行反应的选定的底物范围，以提供所需的烷基化苯胺的公平至优异的产率。