1-butyl-3-(pyridin-2-yl)-1H-imidazol-3-ium hexafluorophosphate(V) | 1613297-01-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 1-butyl-3-(pyridin-2-yl)-1H-imidazol-3-ium hexafluorophosphate(V)
• CAS: 1613297-01-0
• 化学式: C₁₂H₁₆N₃*F₆P
• 分子量: 347.243
• InChiKey: DQLGZDNWPCCQNT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.34
• 重原子数：
  22.0
• 可旋转键数：
  4.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  21.7
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  [ruthenium(II)(η⁶-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]₂ 、 1-butyl-3-(pyridin-2-yl)-1H-imidazol-3-ium hexafluorophosphate(V) 在 silver(l) oxide 作用下， 以 二氯甲烷 为溶剂， 反应 16.0h， 以86%的产率得到chloro(p-cymene)(1-(2-pyridinyl)-3-(n-butyl)imidazol-2-ylidene)ruthenium(II) hexafluorophosphate
  参考文献：
  名称：

  Selective hydrogenation of nitriles to secondary amines catalyzed by a pyridyl-functionalized and alkenyl-tethered NHC–Ru(II) complex

  摘要：

  A set of Co(III) and Ru(II) compounds are synthesized bearing pyridyl-functionalized and alkenyltethered N-heterocyclic carbene (NHC) ligand (L-1). [Co-III(L-1)(3)](PF6)(3) (1) was synthesized by the reaction of [(LH)-H-1]PF6, Co(OAc)(2)center dot 4H(2)O, K2CO3 in tetrahydrofuran (THF) under refiuxing condition. [(RuL1)-L-II(eta(6)-p-cymene)CI]PF6 (2) was synthesized via transmetallation method. For both compounds, the NHC ligand chelates the metal through carbene carbon and pyridyl nitrogen whereas the butenyl unit remains free. Compound 2 hydrogenates organic nitriles efficiently providing selectively secondary amines. In the presence of external amines, unsymmetrical secondary amines are also obtained. (C) 2015 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2015.12.034
• 作为产物：
  描述：

  1-butyl-3-(2-pyridinyl)-imidazolium bromide 在 六氟磷酸钾 作用下， 以 乙腈 为溶剂， 生成 1-butyl-3-(pyridin-2-yl)-1H-imidazol-3-ium hexafluorophosphate(V)
  参考文献：
  名称：

  Antimicrobial efficacy of a hemilabile Pt(ii)–NHC compound against drug-resistant S. aureus and Enterococcus

  摘要：

  一种新设计的 Pt(ii)-NHC 复合物对革兰氏阳性金黄色葡萄球菌病原体具有强效活性。进一步的研究显示了该复合物对生物膜的抑制作用、在哺乳动物细胞内的体内活性以及与 FDA 批准药物的组合抗菌活性。

  DOI：

  10.1039/d2dt03365h

文献信息

• A New Type of Palladium-Pincer Complexes Generated via Hydrolytic Ring-Opening of Imidazole-2-ylidenes
  作者：Suraj K. Gupta、Debasish Ghorai、Joyanta Choudhury

  DOI：10.1021/om500362x

  日期：2014.6.23

  resulted from a vinylic C–H activation by palladium stabilized with coordination from the pyridine nitrogen and aldehyde oxygen donors in a pincer fashion. The new stable, square-planar palladium(II) complexes (1–3) were characterized by 1D and 2D NMR spectroscopic and high-resolution mass spectrometric (HRMS) methods. The single-crystal X-ray structure of a representative complex (2) confirmed the above

  用Pd（COD）氯一系列吡啶所附咪唑鎓盐的反应2中KO的存在吨的卜作为碱导致水解开环，随后通过一种新型的钳形三齿的（N，C，O）键合该原位生成的朝向金属中心甲酰胺系新配体。这种类型的空前的接合导致从由钯的乙烯基C-H活化与来自在一个钳形方式吡啶氮和醛氧施主协调稳定。新的稳定，正方形平面钯（II）络合物（1 - 3）通过一维和二维NMR光谱和高分辨率质谱（HRMS）的方法进行了表征。有代表性的复合物的单晶X射线结构（2）确认了上述有趣的粘合功能。
• Switching of “Rollover Pathway” in Rhodium(III)-Catalyzed C–H Activation of Chelating Molecules
  作者：Debasish Ghorai、Champak Dutta、Joyanta Choudhury

  DOI：10.1021/acscatal.5b02540

  日期：2016.2.5

  Organic molecules containing imidazolium and pyridine backbone are of special interest in many branches of chemistry, and therefore, overcoming the scarcity of their catalytic functionalization protocol leading to structurally important derivatives is strongly desired. This study demonstrates an unprecedented bimodal C-H activation functionalization catalysis on such organic molecules which contain imidazolium motif (potential N-heterocyclic carbene donor) and pyridine in chelating fashion and difficult to functionalize by trivial C-H activation strategy. The unique feature of this protocol is a flip-flop NHC-directed pyridine rollover and pyridine-directed NHC-rollover C-H activation within a stable "NHC-Rh-III-pyridine" chelate platform followed by functionalization with internal alkynes to furnish structurally important annulated products. Electronic and steric factors play a key role in achieving such novel chemistry.