1-methyl-3-(3-methylpyridin-2-yl)-1H-imidazol-3-ium hexafluorophosphate(V) | 944725-61-5

• 英文名称: 1-methyl-3-(3-methylpyridin-2-yl)-1H-imidazol-3-ium hexafluorophosphate(V)
• CAS: 944725-61-5
• 化学式: C₁₀H₁₂N₃*F₆P
• 分子量: 319.19
• InChiKey: IJZVVPDHFLOPFK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
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• 重原子数：
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• 可旋转键数：
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• 环数：
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• sp3杂化的碳原子比例：
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• 拓扑面积：
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• 氢给体数：
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• 氢受体数：
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反应信息

• 作为反应物：
  描述：

  1-methyl-3-(3-methylpyridin-2-yl)-1H-imidazol-3-ium hexafluorophosphate(V) 、 1-苯基-1-丁炔 在 dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer 、 sodium acetate 、 silver trifluoromethanesulfonate 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 24.0h， 以58%的产率得到
  参考文献：
  名称：

  Switching of “Rollover Pathway” in Rhodium(III)-Catalyzed C–H Activation of Chelating Molecules

  摘要：

  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.

  DOI：

  10.1021/acscatal.5b02540

文献信息

• Preparation of Au(I), Ag(I), and Pd(II) N-Heterocyclic Carbene Complexes Utilizing a Methylpyridyl-Substituted NHC Ligand. Formation of a Luminescent Coordination Polymer
  作者：Vincent J. Catalano、Anthony O. Etogo

  DOI：10.1021/ic070260i

  日期：2007.7.1

  carbene precursor containing a methyl-substituted pyridyl functionality [HCH3im(CH3py)]PF6, 1, with Ag2O produces the homoleptic Ag(I) complex, [Ag(CH3im(CH3py))2]PF6, 2. In a simple carbene transfer reaction the analogous Au(I) species, [Au(CH3im(CH3py))2]PF6, 3, is formed by treatment of 2 with Au(tht)Cl in dichloromethane. Both 2 and 3 are structurally similar with nearly linearly coordinated NHC

  含有甲基取代的吡啶基官能团[HCH3im（CH3py）] PF6，1的咪唑鎓N-杂环卡宾前体与Ag2O的反应产生均相Ag（I）络合物[Ag（CH3im（CH3py））2] PF6，2在简单的卡宾转移反应中，类似的Au（I）物种[Au（CH3im（CH3py））2] PF6，3通过在二氯甲烷中用Au（tht）Cl处理2形成。2和3在结构上都近似于线性协调的NHC配体。附加到吡啶基环上的甲基在室温下抑制了吡啶基的旋转。将AgBF4添加到3的热丙腈溶液中，然后用乙醚结晶，生成一维配位聚合物[AuAg（CH3im（CH3py））2（NCCH2CH3）]（BF4）2} n，4，其中包含Au -Ag间距为2.9845（5）和2.9641（5）A，金属间夹角为167。642（14）度和162.081（9）度。该材料在固态下强烈发光，并在453 nm（lambdaex = 350 nm）处显示出发射带。在用PdCl