1,3-bis(2-pyridinylmethyl)-1H-imidazolium tetrafluoroborate | 608137-77-5

• 英文名称: 1,3-bis(2-pyridinylmethyl)-1H-imidazolium tetrafluoroborate
• 英文别名: 1,3-bis(2-pyridylmethyl)-1H-imidazolium tetrafluoroborate；[H(pyCH2)2im]BF4
• CAS: 608137-77-5
• 化学式: BF₄*C₁₅H₁₅N₄
• 分子量: 338.116
• InChiKey: UKVSBXTULCQZMA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  None
• 重原子数：
  None
• 可旋转键数：
  None
• 环数：
  None
• sp3杂化的碳原子比例：
  None
• 拓扑面积：
  None
• 氢给体数：
  None
• 氢受体数：
  None

反应信息

• 作为反应物：
  描述：

  1,3-bis(2-pyridinylmethyl)-1H-imidazolium tetrafluoroborate 、 silver(l) oxide 在 NaOH 作用下， 以 二氯甲烷 为溶剂， 生成 [((PyCH2)2im)2Ag]BF4
  参考文献：
  名称：

  Pyridine Substituted N-Heterocyclic Carbene Ligands as Supports for Au(I)−Ag(I) Interactions:  Formation of a Chiral Coordination Polymer

  摘要：

  Reaction of 1,3-bis(2-pyridinylmethyl)-1H-imidazolium tetrafluoroborate, [H(pyCH(2))(2)im]BF4, with silver oxide in dichloromethane readily yields [Ag((pyCH(2))(2)im)(2)]BF4, 1.BF4. 1.BF4 is converted to the analogous Au(I)-containing species, [Au((pyCH(2))(2)im)(2)]BF4, 3, by a simple carbene transfer reaction in dichloromethane. Further treatment with two equivalents of AgBF4 produces the trimetallic species [AuAg2((pyCH(2))(2)im)(2)(NCCH3)(2)](BF4)(3), 4, which contains two silver ions each coordinated to the pyridine moieties on one carbene ligand and to an acetonitrile molecule in a T-shaped fashion. Monometallic [Ag((py)(2)im)(2)]BF4, 5, and [Au((py)(2)im)(2)]BF4, 6, are made analogously to 1.BF4 and 3 starting from 1,3-bis(2-pyridyl)-imidazol-2-ylidene tetrafluoroborate, [H(py)(2)im]BF4. Addition of excess AgBF4 to 6 yields the helical mixed-metal polymer, {[AuAg((py)(2)im)(2)(NCCH3)](BF4)(2)}(n), 7 which contains an extended Au(I)-Ag(I) chain with short metal-metal separations of 2.8359(4) and 2.9042(4) Angstrom. Colorless, monometallic [Hg((pyCH(2))(2)im)(2)](BF4)(2), 8, is easily produced by refluxing [H(pyCH(2))(2)im)]BF4 with Hg(OAC)(2) in acetonitrile. The related quinolyl-substituted imidazole, [H(quinCH(2))(2)im]PF6, is produced analogously to [H(pyCH(2))(2)im]BF4. [Hg((quinCH(2))(2)im)(2)](PF6)(2), 9, is isolated in good yield as a white solid from the reaction of Hg(OAc)(2) and [H(quinCH(2))(2)im]PF6. The reaction of [H(quinCH(2))(2)im]PF6 with excess Ag2O produces the triangulo-cluster [Ag-3((quinCH(2))(2)im)(3)](PF6)(3), 11. All of these complexes were studied by H-1 NMR spectroscopy, and complexes 3-9 were additionally characterized by X-ray crystallography. These complexes are photoluminescent in the solid state and in solution with spectra that closely resemble those of the ligand precursor.

  DOI：

  10.1021/ic049604k

文献信息

• Short Metal−Metal Separations in a Highly Luminescent Trimetallic Ag(I) Complex Stabilized by Bridging NHC Ligands
  作者：Vincent J. Catalano、Mark A. Malwitz

  DOI：10.1021/ic034483u

  日期：2003.9.1

  Reaction of 1,3-bis(2-pyridinylmethyl)-1H-imidazolium salt, [H(pyCH(2))(2)im]X (X = BF4- or Cl-), with silver oxide in acetonitrile readily yields yellow-brown [((pyCH(2))(2)iM)(2)Ag]X, 1.BF4 or 1.Cl. The chloride salt crystallizes with 3.650 Angstrom intermolecular Ag...Ag interactions while 1.BF4 shows no short intermolecular interaction. Addition of excess Ag(BF4) produces the homoleptic carbene bridged trimetallic species, [(mu-NHC)(3)Ag-3](BF4)(3), 2. This species contains very short Ag-Ag separations between 2.7249(10) and 2.7718(9) Angstrom. In solution, these complexes are photoluminescent.
• Modulation of Metal–Metal Separations in a Series of Ag(I) and Intensely Blue Photoluminescent Cu(I) NHC-Bridged Triangular Clusters
  作者：Vincent J. Catalano、Lyndsay B. Munro、Christoph E. Strasser、Ahmad F. Samin

  DOI：10.1021/ic201053t

  日期：2011.9.5

  A series of picolyl-substituted NHC-bridged triangular complexes of Ag(I) and Cu(I) were synthesized upon reaction of the corresponding ligand precursors, [Him(CH(2)py)(2)]BF4 (1a), [Him(CH(2)py-3,4-(OMe)(2))(2)]BF4 (1b), [Him(CH(2)py-3,5-Me-2-4-OMe)(2)]BF4 (1c), [Him(CH(2)py-6-COOMe)(2)]BF4 (1d), and [H(S)im(CH(2)py)(2)]-BF4 (1e), with Ag2O and Cu2O, respectively. Complexes [Cu-3(im(CH(2)py)(2))(3)](BF4)(3) (2a), [Cu-3(im(CH(2)py-3,4-(OMe)(2))(2))(3)](BF4)(3) (2b), [Cu-3(im(CH(2)py-3,5-Me-2-4-OMe)(2))(3)](BF4)(3), (2c), [Ag-3(im(CH(2)py-3,4-(OMe)(2))(2))(3)](BF4)(3), (3b), [Ag-3(im(CH(2)py-3,5-Me-2-4-OMe)(2))(3)](BF4)(3) (3c), [Ag-3(im(CH(2)py-6-COOMe)(2))(3)](BF4)(3) (3d), and [Ag-3((S)im(CH(2)py)(2))(3)](BF4)(3) (3e) were easily prepared by this method. Complex 2e, [Cu-3((S)im(CH(2)py)(2))(3)](BF4)(3), was synthesized by a carbene-transfer reaction of 3e, [Ag-3((S)im(CH(2)py)(2))(3)](BF4)(3), with CuCl in acetonitrile. The ligand precursor Id did not react with Cu2O. All complexes were fully characterized by NMR, UV-vis, and luminescence spectroscopies and high-resolution mass spectrometry. Complexes 2a-2c, 2e, and 3b-3e were additionally characterized by single-crystal X-ray diffraction. Each metal complex contains a nearly equilateral triangular M-3 core wrapped by three bridging NHC ligands. In 2a-2c and 2e, the Cu-Cu separations are short and range from 2.4907 to 2.5150 angstrom. In the corresponding Ag(I) system, the metal-metal separations range from 2.7226 to 2.8624 angstrom. The Cu(I)-containing species are intensely blue photoluminescent at room temperature both in solution and in the solid state. Upon UV excitation in CH3CN, complexes 2a-2c and 2e emit at 459, 427, 429, and 441 nm, whereas in the solid state, these bands move to 433, 429, 432, and 440 nm, respectively. As demonstrated by H-1 NMR spectroscopy, complexes 3b-3e are dynamic in solution and undergo a ligand dissociation process. Complexes 3b-3e are weakly photoemissive in the solid state.