1-methyl-2-pyridin-2-yl-2H-imidazo[1,5-a]pyridin-4-ylium hexafluorophosphate | 1332696-33-9

• 英文名称: 1-methyl-2-pyridin-2-yl-2H-imidazo[1,5-a]pyridin-4-ylium hexafluorophosphate
• 英文别名: 1-methyl-2-(pyridin-2-yl)imidazo[1,5-a]pyridin-4-ylium hexaflurophosphate；1-methyl-2-(pyridin-2-yl)imidazo[1,5-a]pyridine-2-ium hexafluorophosphate；pyridyl[1,2-a][2-acetylpyridylimidazol]-3-ylidene hexafluorophosphate
• CAS: 1332696-33-9
• 化学式: C₁₃H₁₂N₃*F₆P
• 分子量: 355.223
• InChiKey: UBXYALPNYNXEJO-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-2-pyridin-2-yl-2H-imidazo[1,5-a]pyridin-4-ylium hexafluorophosphate 以 乙腈 为溶剂， 反应 6.0h， 生成 bis-{1-methyl-2-(pyridin-2-yl)imidazo[1,5-a]pyridin-4-ylium-3-ylidene}palladium(II) chloride hexafluorophosphate
  参考文献：
  名称：

  Pd(II)–N-heterocyclic carbene complexes of annelated ligand: Synthesis, characterization, and catalytic activity

  摘要：

  The annelated imidazolium salt 1-methyl-2-(pyridin-2-yl) imidazo[1,5-a]pyridin-4-ylium hexaflurophosphate (1 center dot HPF6) has been synthesized by via formylative cyclization of the corresponding Schiff base 2-acetylpyridyl-N-(2-pyridyl) methylamine using standard conditions followed by anion metathesis with NH4PF6. Reaction of 1 center dot HPF6 with silver oxide and palladium chloride led to the formation of the palladium complex [Pd(1)(2)Cl]PF6, 2. Subsequent reaction of 2 with AgPF6 gave the palladiumcomplex [Pd(1)(2)][PF6](2), 3. The complexes have been fully characterized by different spectroscopic techniques and finally the solid state structures of 2 and 3 have been determined by single crystal X-ray diffraction studies. The catalytic activities of 2 and 3 have been tested in the Suzuki-Miyaura coupling reactions of several activated para-functionalized aryl bromides with phenyl boronic acid to find that 2 is slightly more efficient than 3. (C) 2015 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.ica.2015.08.025
• 作为产物：
  描述：

  2-乙酰基吡啶 在 甲酸 作用下， 以 1,4-二氧六环 、 甲苯 为溶剂， 反应 14.0h， 生成 1-methyl-2-pyridin-2-yl-2H-imidazo[1,5-a]pyridin-4-ylium hexafluorophosphate
  参考文献：
  名称：

  Pd(II)–N-heterocyclic carbene complexes of annelated ligand: Synthesis, characterization, and catalytic activity

  摘要：

  The annelated imidazolium salt 1-methyl-2-(pyridin-2-yl) imidazo[1,5-a]pyridin-4-ylium hexaflurophosphate (1 center dot HPF6) has been synthesized by via formylative cyclization of the corresponding Schiff base 2-acetylpyridyl-N-(2-pyridyl) methylamine using standard conditions followed by anion metathesis with NH4PF6. Reaction of 1 center dot HPF6 with silver oxide and palladium chloride led to the formation of the palladium complex [Pd(1)(2)Cl]PF6, 2. Subsequent reaction of 2 with AgPF6 gave the palladiumcomplex [Pd(1)(2)][PF6](2), 3. The complexes have been fully characterized by different spectroscopic techniques and finally the solid state structures of 2 and 3 have been determined by single crystal X-ray diffraction studies. The catalytic activities of 2 and 3 have been tested in the Suzuki-Miyaura coupling reactions of several activated para-functionalized aryl bromides with phenyl boronic acid to find that 2 is slightly more efficient than 3. (C) 2015 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.ica.2015.08.025

文献信息

• Isoelectronic Pt(<scp>ii</scp>)– and Au(<scp>iii</scp>)–N-heterocyclic carbene complexes: a structural and biological comparison
  作者：Bidyut Kumar Rana、Snehasis Mishra、Deblina Sarkar、Tapan Kumar Mondal、Saikat K. Seth、Valerio Bertolasi、Krishna Das Saha、Christopher W. Bielawski、Anvarhusein A. Isab、Joydev Dinda

  DOI：10.1039/c8nj01562g

  日期：——

  elucidate the intrinsic biological activities displayed by platinum versus gold-based organometallic reagents, the isoelectronic and isostructural square planar complexes [Pt(C∩N)(C)Cl][PF6] (2) and [Au(C∩N)(C)Cl][PF6]2 (3), which are supported by a common N-heterocyclic carbene, 1-methyl-2-pyridin-2-yl-2H-imidazo[1,5-a]pyridin-4-ylidene (1), were synthesized. The complexes were characterized using

  为了阐明铂与金基有机金属试剂相比所表现出的固有生物学活性，使用了等电和等结构的方形平面络合物[Pt（C∩N）（C）Cl] [PF 6 ]（2）和[Au（C∩N） （C）Cl] [PF 6 ] 2（3），它们由常见的N-杂环卡宾1-甲基-2-吡啶-2-基-2- H-咪唑并[1,5- a ]吡啶- 4-亚烷基（1），进行了合成。使用多种光谱技术以及单晶X射线衍射对复合物进行表征，还进行了一系列计算研究，以进一步了解其基本电子键合结构。在体外测试了该复合物对非小肺癌（A549），大肠癌（HCT-116）和人肝细胞癌（HepG2）细胞系的细胞毒性。测得的IC 50值表明，Au（III）–NHC络合物比其Pt类似物更有效。
• Pyridine and pyrimidine functionalized half-sandwich Ru(II)-N heterocyclic carbene complexes: Synthesis, structures, spectra, electrochemistry and biological studies
  作者：Bidyut K. Rana、Gourisankar Roymahapatra、Himadri Sekhar Das、Santanab Giri、Marlon H. Cardoso、Octávio L. Franco、N.K. Kiran、Manas K. Santra、Partha Pratim Bag、Valerio Bertolasi、Joydev Dinda

  DOI：10.1016/j.molstruc.2020.129822

  日期：2021.5

  New set of Ru-N-Heterocyclic Carbene (Ru-NHC) complexes 1a and 2a were synthesized from their ligand precursors 1-Methyl-2-pyridin-2-yl-2H-imidazo[1,5-a]pyridin-4-ylium hexafluorophosphate (1) and 1-Methyl-2-pyrimidin-2-yl-2H-imidazo[1,5-a]pyridin-4-ylium hexafluorophosphate (2). The molecules were characterized and their structures were investigated through single crystals X-ray diffraction. The overall

  从其配体前体1-甲基-2-吡啶-2--2-基-2H-咪唑并[1,5 - a ]吡啶-4-合成了一组新的Ru-N-杂环碳烯（Ru-NHC）配合物1a和2a。六氟磷酸钾（1）和1-甲基-2-嘧啶-2-基-2H-咪唑并[1,5 - a ]吡啶-4-基六氟磷酸（2）。对分子进行了表征，并通过单晶X射线衍射研究了其结构。Ru中心周围的整体坐标可以描述为半三明治几何形状。在DFT分析的支持下，还评估了配合物的吸收光谱和电化学行为。将复合物应用于肺癌（A549），结肠癌（HCT116）和乳腺癌（MCF7）癌细胞，以检查其体外细胞毒性活性。
• Synthesis, structure and theoretical studies of Hg(II)–NH carbene complex of annulated ligand pyridinyl[1,2-a]{2-pyridylimidazol}-3-ylidene hexaflurophosphate
  作者：Tapastaru Samanta、Bidyut Kumar Rana、Gourisankar Roymahapatra、Santanab Giri、Partha Mitra、Raghavaiah Pallepogu、Pratim Kumar Chattaraj、Joydev Dinda

  DOI：10.1016/j.ica.2011.05.017

  日期：2011.9

  Experimental and theoretical studies of a new class of novel annulated imidazolium scffords 2a, 2b, 2c and their Hg(II)-NHC complexes 3a, 3b and 3c have been synthesized and characterized by different spectroscopic techniques. Molecular structures of 3a and 3b have been determined by single crystal X-ray diffraction studies. Virtual linear geometry [C-carbene-Hg-C-carbene 176.56(17)degrees] around Hg of the complex 3b is observed where as in 3a and 3c its deviate a more. DFT calculations provide geometrical parameters in conformity with the experimental values in case of 3a. The molecules prefer syn configuration over the anti due to lower energy supported by theoretical studies. Attention has given paid for theoretical calculations and comparison of 3a and 3c to observe the steric effect of -CH3 group in the scaffords where as in case of 3b the -CH3 group remain innocent. (C) 2011 Elsevier B.V. All rights reserved.
• Novel Gold(I)– and Gold(III)–N-Heterocyclic Carbene Complexes: Synthesis and Evaluation of Their Anticancer Properties
  作者：Bidyut Kumar Rana、Abhishek Nandy、Valerio Bertolasi、Christopher W. Bielawski、Krishna Das Saha、Joydev Dinda

  DOI：10.1021/om500118x

  日期：2014.5.27

  A novel Au(III)-N-heterocyclic carbene organometallic complex supported by two N-heterocyclic carbene (NHC) ligands was synthesized from Au(SMe2)Cl and 1-methy1-2-pyridin-2yl-2H-imidazo[1,5-a]pyridin-4-ylium hexafluorophosphate via a Ag intermediate. X-ray crystallography revealed the first example of a square planar geometry adopted by a Au(III) species stabilized by two NHCs and two chloride ligands. The aforementioned Au(I)- and Au(III) NHC complexes were found to be more potent than cisplatin against the HCT 116, HepG2, A549, and MCF7 cell lines.