[Pt(Cl)(4-(4-CH3C6H4)-6-phenyl-2,2'-bipyridine)(1-)] | 219658-32-9

• 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: [Pt(Cl)(4-(4-CH3C6H4)-6-phenyl-2,2'-bipyridine)(1-)]
• 英文别名: [(6-phenyl-4-(p-tolyl)-2,2'-bipyridyl(-1H))PtCl]；[PtCl(4-(p-tolyl)-6-phenyl-2,2'-bipyridine(-H))]；Chloroplatinum(1+);4-(4-methylphenyl)-2-phenyl-6-pyridin-2-ylpyridine
• CAS: 219658-32-9
• 化学式: C₂₃H₁₇ClN₂Pt
• 分子量: 551.934
• InChiKey: CXOMMXQJUAUJCC-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  6.27
• 重原子数：
  27
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.04
• 拓扑面积：
  25.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  [Pt(Cl)(4-(4-CH3C6H4)-6-phenyl-2,2'-bipyridine)(1-)] 、 sodium thiophenolate 以 甲醇 、 水 为溶剂， 以82%的产率得到[(6-phenyl-4-(p-tolyl)-2,2'-bipyridyl(-1H))Pt(thiophenolato)]
  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
• 作为产物：
  描述：

  4-(p-tolyl)-6-phenyl-2,2'-bipyridine 、 potassium tetrachloroplatinate(II) 以 水 、 乙腈 为溶剂， 以86%的产率得到[Pt(Cl)(4-(4-CH3C6H4)-6-phenyl-2,2'-bipyridine)(1-)]
  参考文献：
  名称：

  含有 σ-炔基助剂的发光三齿环金属化铂 (II) 配合物：光和电磷光的调节

  摘要：

  该配合物在具有高量子产率和微秒寿命的流体和玻璃溶液中显示出良好的热稳定性和强烈的磷光。它们的发射能量对溶剂极性、环金属化和芳基乙炔基上的取代基的电子亲和力以及寡炔基配体的长度敏感。通过选择合适的环金属化和 σ-炔基配体，这类铂 (II) 配合物的发射颜色可以从绿黄色调到饱和红色。除了 (3) MLCT [Pt(5d) --> pi*(C/N/N)] 和 (3)IL(C/N/N) 之外，有趣的 (3)IL(炔基) 激发态位于-(C[三键]C)(4)-和-(C[三键]Cpyrenyl-1)部分提供窄带发射已经被观察到。将选定的 Pt(II) 配合物掺杂到多层的发射区中，气相沉积有机发光二极管。可调电致磷光能量类似于这些发射器的流体溶液中记录的能量，并且这些设备表现出高亮度和效率（高达 4.2 cd A(-1)）。

  DOI：

  10.1021/ja0317776

文献信息

• A highly selective and sensitive luminescent chemosensor for Zn2+ ions based on cyclometalated platinum(ii) complexes
  作者：Li-Kun Zhang、Ling-Bao Xing、Bin Chen、Qing-Zheng Yang、Qing-Xiao Tong、Li-Zhu Wu、Chen-Ho Tung

  DOI：10.1039/c3dt32603a

  日期：——

  A novel luminescent Zn2+ ions chemosensor, a cyclometalated platinum(II) bipyridyl acetylide complex, was designed. Of particular significance is that it shows a high sensitivity towards Zn2+ ions without interference from other biologically important cations in acetonitrile. The tautomerization of amide favors detecting Zn2+ ions among other HTM (heavy and transition metal) ions in aqueous systems

  设计了一种新型的发光Zn 2+离子化学传感器，一种环金属化的铂（II）联吡啶基乙炔化物络合物。特别重要的是，它对Zn 2+离子显示出高灵敏度，而不受来自其他生物学上重要的阳离子的干扰。乙腈。酰胺的互变异构有助于检测水体系中其他HTM（重金属和过渡金属）离子中的Zn 2+离子。
• Phosphinocarboxylic acids as building blocks in organometallic crystal engineering. Self-organisation of one-dimensional photoluminescent cyclometallated platinum(ii) polymeric structures
  作者：Man-Chung Tse、Kung-Kai Cheung、Michael C.-W. Chan、Chi-Ming Che

  DOI：10.1039/a805593i

  日期：——

  Diphenylphosphinopropanoic acid (Ppa) is utilised for the self-organisation of a luminescent organoplatinum polymeric material, the crystal structure of which features intermolecular hydrogen bonding and π-stacking interactions.

  二苯基膦丙酸（Ppa）用于发光有机铂聚合物的自组织，其晶体结构具有分子间氢键和π-堆积相互作用。
• Probing d⁸−d⁸ Interactions in Luminescent Mono- and Binuclear Cyclometalated Platinum(II) Complexes of 6-Phenyl-2,2‘-bipyridines
  作者：Siu-Wai Lai、Michael Chi-Wang Chan、Tsz-Chun Cheung、Shie-Ming Peng、Chi-Ming Che

  DOI：10.1021/ic990238s

  日期：1999.9.1

  A series of luminescent mono- and binuclear cyclometalated platinum(II) complexes, namely [Pt(L1-6)Cl] (1a-6a; HL1-6 = 4-(aryl)-6-phenyl-2,2'-bipyridine; aryl = H (1), phenyl (2), 4-chlorophenyl (3), 4-tolyl (4), 4-methoxyphenyl (5), 3,4,5-trimethoxyphenyl (6)), [Pt(L-1)E](+) (E = py (7), PPh3 (8)), [Pt-2(L1-6)(2)(mu-dppm)](2+) (1b-6b, dppm = bis(diphenylpbosphino)methane), [Pt-2(L-1)(2)(mu-pz)](+) (9, Hpz = pyrazole), and [Pt-2(L-1)(2)(mu-dppcC(n))](2+) (dppC(n) = bis(diphenylphosphino)propane (10, n = 3) and -pentane (11, n = 5)), were synthesized in order to examine fluid- and solid-state oligomeric d(8)-d(8) and ligand-ligand interactions. The molecular structures of 4b(ClO4)(2) and 9(PF6) reveal intramolecular Pt-Pt distances of 3.245(1) and 3.612(2) Angstrom, respectively. While minimal metal-metal communication is expected for 9, weak pi-pi interactions are possible. All complexes described in this work are emissive in fluid solution at room temperature. Negligible changes in emission energy are detected by incorporating different aryl substituents into the 4-position of 6-phenyl-2,2'-bipyridine, and this indicates little electronic delocalization between them. Self-quenching of the (MLCT)-M-3 emission by the mononuclear derivatives are observed in CH2Cl2 at 298 K, and a red shia in the emission energy is exhibited by complex 7 in acetonitrile at 77 K. The fluid emissions of the mu-dppm species 1b-6b at lambda(max) 652-662 nm appear at substantially lower energies than their mononuclear counterparts and show dramatic solvatochromic effects. These emissions are ascribed to (3)[d sigma*, pi*] excited states. In contrast, the emission of 10 and 11, bearing long bridging diphosphine ligands, are attributed to (MLCT)-M-3 states of non-interacting [Pt(L-1)] moieties. Significantly, the luminescence of the mu-pyrazolate complex 9 displays transitional features which are reminiscent of both (3)[d sigma*, pi*] and (MLCT)-M-3 excited states. Hence a relationship is observed between emission energy, the nature of the lowest energy excited state, and metal-metal interactions. The excited-state redox potential [E(*Pt-2(2+)/Pt-2(+))] of 1b has been estimated by electrochemical studies (1.61 V vs NHE) and by quenching experiments with aromatic hydrocarbons (1.63 V vs NHE).