N-ethyl-N′-(2-pyridyl)-imidazolium hexafluorophosphate | 1430594-94-7

• 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: N-ethyl-N′-(2-pyridyl)-imidazolium hexafluorophosphate
• 英文别名: 1-ethyl-3-(2-pyridyl)-1H-imidazolium hexafluorophosphate
• CAS: 1430594-94-7
• 化学式: C₁₀H₁₂N₃*F₆P
• 分子量: 319.19
• InChiKey: KEWJMEYNJLJPBL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.56
• 重原子数：
  20.0
• 可旋转键数：
  2.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 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 、 N-ethyl-N′-(2-pyridyl)-imidazolium hexafluorophosphate 在 silver(l) oxide 作用下， 以 乙腈 、 二氯甲烷 为溶剂， 反应 76.0h， 以60%的产率得到κ²-C,N-(N-ethyl-N′-(2-pyridyl)imidazol-2-ylidene)ruthenium(p-cymene)chloride hexafluorophosphate
  参考文献：
  名称：

  Synthesis, Photo-, and Electrochemistry of Ruthenium Bis(bipyridine) Complexes Comprising a N-heterocyclic Carbene Ligand

  摘要：

  Analogues of [Ru(bpy)(3)](2+) were prepared in which one pyridine ligand site is substituted by a N-heterocyclic carbene (NHC) ligand, that is, either by an imidazolylidene with a variable wingtip group R (R = Me, 3a; R = Et, 3b; R = iPr, 3c), or by a benzimidazolylidene (Me wingtip group, 3d), or by a 1,2,3-triazolylidene (Me wingtip group, 3e). All complexes were characterized spectroscopically, photophysically, and electrochemically. An increase of the size of the wingtip groups from Me to Et or iPr groups distorts the octahedral geometry (NMR spectroscopy) and curtails the reversibility of the ruthenium oxidation. NHC ligands with methyl wingtip groups display reversible ruthenium oxidation at a potential that reflects the donor properties of the NHC ligand (triazolylidene > imidazolylidene > benzimidazolylidene). The most attractive properties were measured for the triazolylidene ruthenium complex 3e, featuring the smallest gap between the highest occupied molecular orbital (HOMO) and the lowest unoccupied molecular orbital (LUMO) in the series (2.41 eV), a slightly red-shifted absorption profile, and reasonable excited-state lifetime (188 ns) when compared to [Ru(bpy)(3)](2+). These features demonstrate the potential utility of triazolylidene ruthenium complexes as photosensitizers for solar energy conversion.

  DOI：

  10.1021/ic400347r
• 作为产物：
  描述：

  N-ethyl-N′-(2-pyridyl)-imidazolium bromide 在 ammonium hexafluorophosphate 作用下， 以0.76 g的产率得到N-ethyl-N′-(2-pyridyl)-imidazolium hexafluorophosphate
  参考文献：
  名称：

  Synthesis, Photo-, and Electrochemistry of Ruthenium Bis(bipyridine) Complexes Comprising a N-heterocyclic Carbene Ligand

  摘要：

  Analogues of [Ru(bpy)(3)](2+) were prepared in which one pyridine ligand site is substituted by a N-heterocyclic carbene (NHC) ligand, that is, either by an imidazolylidene with a variable wingtip group R (R = Me, 3a; R = Et, 3b; R = iPr, 3c), or by a benzimidazolylidene (Me wingtip group, 3d), or by a 1,2,3-triazolylidene (Me wingtip group, 3e). All complexes were characterized spectroscopically, photophysically, and electrochemically. An increase of the size of the wingtip groups from Me to Et or iPr groups distorts the octahedral geometry (NMR spectroscopy) and curtails the reversibility of the ruthenium oxidation. NHC ligands with methyl wingtip groups display reversible ruthenium oxidation at a potential that reflects the donor properties of the NHC ligand (triazolylidene > imidazolylidene > benzimidazolylidene). The most attractive properties were measured for the triazolylidene ruthenium complex 3e, featuring the smallest gap between the highest occupied molecular orbital (HOMO) and the lowest unoccupied molecular orbital (LUMO) in the series (2.41 eV), a slightly red-shifted absorption profile, and reasonable excited-state lifetime (188 ns) when compared to [Ru(bpy)(3)](2+). These features demonstrate the potential utility of triazolylidene ruthenium complexes as photosensitizers for solar energy conversion.

  DOI：

  10.1021/ic400347r

文献信息

• New Organometallic Ruthenium(II) Compounds Synergistically Show Cytotoxic, Antimetastatic and Antiangiogenic Activities for the Treatment of Metastatic Cancer
  作者：Yuchen Wang、Jiahui Jin、Liwei Shu、Tongyu Li、Siming Lu、Mohamed Kasim Mohamed Subarkhan、Chao Chen、Hangxiang Wang

  DOI：10.1002/chem.202002970

  日期：2020.11.26

  related C,N‐cyclometalated ruthenium(II) complexes containing various pyridine‐functionalized NHC ligand and chelating bipyridyl ligands (e.g., 2,2′‐bipyridine, 5,5′‐dimethyl‐2,2′‐bipyridine, and 1,10‐phenanthroline (phen)). The complexes were well characterized by NMR, electrospray ionization‐mass spectrometry, and single‐crystal X‐ray structure analyses. Among the new ruthenium(II) derivatives, we identified

  在这项研究中，我们新设计并合成了一个包含10个与结构相关的C，N-环金属化钌（II）配合物的小文库，其中包含各种吡啶官能化的NHC配体和螯合联吡啶配体（例如2,2'-联吡啶，5,5 '-二甲基-2,2'-联吡啶和1,10-菲咯啉（phen））。通过NMR，电喷雾电离质谱和单晶X射线结构分析对复合物进行了很好的表征。在新的钌（II）衍生物中，我们发现带有Ru8的大分子部分（即phen和五甲基苯）具有复杂的对所有测试癌细胞系的最强细胞毒性，从而产生剂量依赖性和细胞系依赖性的IC 50值。的3.3-15.0μ的范围内米。更重要的是，Ru8通过抑制HUVEC细胞在体外的迁移和管形成并在体内阻断血管生成，不仅有效抑制了针对肿瘤细胞的侵袭和转移的转移过程，而且还显示出强大的抗血管作用（鸡绒膜尿囊膜模型）。在具有转移性A2780肿瘤异种移植的小鼠模型中，就抗肿瘤功效和抑制转移至其他器官而言，Ru8的使用
• Intense Red‐Blue Luminescence Based on Superfine Control of Metal–Metal Interactions for Self‐Assembled Platinum(II) Complexes
  作者：Daisuke Saito、Tomohiro Ogawa、Masaki Yoshida、Junichi Takayama、Satoshi Hiura、Akihiro Murayama、Atsushi Kobayashi、Masako Kato

  DOI：10.1002/anie.202008383

  日期：2020.10.12

  A series of assembled PtII complexes comprising N‐heterocyclic carbene and cyanide ligands was constructed using different substituent groups, [Pt(CN)2(R‐impy)] (R‐impyH+=1‐alkyl‐3‐(2‐pyridyl)‐1H‐imidazolium, R=Me (Pt‐Me), Et (Pt‐Et), iPr (Pt‐iPr), and tBu (Pt‐tBu)). All the complexes exhibited highly efficient photoluminescence with an emission quantum yield of 0.51–0.81 in the solid state at room

  使用不同的取代基，[Pt（CN）2（R-impy）]（R-impyH + = 1-烷基-3-（2-吡啶基），构建了由N-杂环卡宾和氰化物配体组成的一系列Pt II配合物）-1 H-咪唑鎓，R = Me（Pt-Me），Et（Pt-Et），i Pr（Pt- i Pr）和t Bu（Pt- t Bu））。所有复合物在室温下均表现出高效的光致发光，在固态下的发射量子产率为0.51-0.81，这源于三重态金属-金属-配体的电荷转移（3MMLCT）状态。其发光颜色覆盖整个可见区域从红色的Pt-ME，以蓝色为铂-吨卜。重要的是，Pt t Bu是第一个显示蓝色3 MMLCT发射的示例。的3 MMLCT发射证明和基于晶体结构和发光特性的温度依赖性特征。使用3 MMLCT发射对发光进行宽范围的颜色调整，提出了一种超精细控制发射颜色的新策略。