6-phenyl-4-(p-methylbenzoate)-2,2'-bipyridyl | 1114963-94-8

• 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: 6-phenyl-4-(p-methylbenzoate)-2,2'-bipyridyl
• 英文别名: Eisjs20；methyl 4-(2-phenyl-6-pyridin-2-ylpyridin-4-yl)benzoate
• CAS: 1114963-94-8
• 化学式: C₂₄H₁₈N₂O₂
• 分子量: 366.419
• InChiKey: VPLIJEXJEIADTB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  28
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.04
• 拓扑面积：
  52.1
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  dichlorobis(dimethyl sulfoxide)platinum(II) 、 6-phenyl-4-(p-methylbenzoate)-2,2'-bipyridyl 以 氯仿 为溶剂， 以82%的产率得到[(6-phenyl-4-(p-methylbenzoate)-2,2'-bipyridyl(-1H))PtCl]
  参考文献：
  名称：

  Synthesis, Electrochemistry, Photophysics, and Solvatochromism in New Cyclometalated 6-Phenyl-4-(p-R-phenyl)-2,2′-bipyridyl (R = Me, COOMe, P(O)(OEt)₂) (C^∧N^∧N) Platinum(II) Thiophenolate Chromophores

  摘要：

  Three new cyclometalated 6-phenyl-4-(p-R-phenyl)-2,2'-bipyridyl (C boolean AND N boolean AND N)Pt(II) thiophenolate complexes (R = Me (2a), COOMe (2b), and P(O)(OEt)(2) (2c)) have been synthesized and studied. The new C boolean AND N boolean AND N ligands L2 (R = COOMe) and L3 (R = P(O)(OEt)(2)) undergo cyclometalation with a Pt(II) source to give the Pt(II) chloro complexes 1b and 1c, respectively, which are luminescent in fluid solution with lambda(max) similar to 575 nm, assigned to a metal-to-ligand charge-transfer ((MLCT)-M-3) emissive state. Reaction of the chloro complexes la (R = Me), 1b, and 1c with sodium thiophenolate gives 2a-2c, respectively, in good yields. The novel thiophenolate complexes have two interesting absorption bands in their electronic spectra tentatively assigned to a charge-transfer to C boolean AND N boolean AND N ((CT)-C-1) (lambda(abs) similar to 415 nm) transition and a mixed metal/ligand-to-ligand' charge-transfer (MMLL'CT, lambda(abs) similar to 555 nm) transition, respectively. The MMLL'CT band is solvatochromic with absorption maxima in the range of 496 nm in MeOH to 590 nm in toluene (epsilon similar to 4000 dm(3) mol(-1) cm(-1)), which correlate well with an empirical charge-transfer-based solvent scale. Excitation of 2a-2c into the MMLL'CT band gives emission maxima around 680 nm in frozen CH2Cl2 solution, and no emission in fluid solution. Ligand L2 and complexes 1a center dot MeCN, 1b, and 2b center dot CH2Cl2 have been characterized by single crystal X-ray crystallography. The electrochemical properties of ligands L1 (R = Me) and L2 and complexes 1a-1c and 2a-2c have been examined by cyclic voltammetry and are shown to exhibit reversible and quasireversible reductions and irreversible oxidations.

  DOI：

  10.1021/ic801767q