PtCl2(2,9-dimethyl-1,10-phenanthroline) | 31233-26-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 菲咯啉
• 英文名称: PtCl2(2,9-dimethyl-1,10-phenanthroline)
• 英文别名: (neocuproine)PtCl₂；(neo)PtCl₂；dichloro(2,9-dimethyl-1,10-phenathroline)platinum(II)；dichloro(2,9-dimethyl-1,10-N,N'-phenanthroline)platinum(II)；[Pt(2,9-dimethyl-1,10-phenanthroline)Cl2]；[(2,9-dimethyl-1,10-phenantroline)PtCl2]；[PtCl2(Me2phen)]；dichloroplatinum;2,9-dimethyl-1,10-phenanthroline
• CAS: 31233-26-8
• 化学式: C₁₄H₁₂Cl₂N₂Pt
• 分子量: 474.249
• InChiKey: HVFDDSCGBNXRMW-UHFFFAOYSA-L

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：

  PtCl2(2,9-dimethyl-1,10-phenanthroline) 以 氯仿 为溶剂， 生成 diiodo(2,9-dimethyl-1,10-phenanthroline-κ(2)N,N')(η2-ethylene)palladium
  参考文献：
  名称：

  Fanizzi, Francesco P.; Intini, Francesco P.; Maresca, Luciana, Journal of the Chemical Society, Dalton Transactions

  摘要：

  DOI：
• 作为产物：
  描述：

  PtCl₂(η²-CH₂=CH₂)(2,9-dimethyl-1,10-phenanthroline) 以 氘代氯仿 为溶剂， 生成 PtCl2(2,9-dimethyl-1,10-phenanthroline)
  参考文献：
  名称：

  Influence of steric and electronic factors in the stabilization of five-coordinate ethylene complexes of platinum(II): X-ray crystal structure of [PtCl2(2,9-dimethyl-1,10-phenanthroline-5,6-dione)]

  摘要：

  Reactions of Zeise's salt (K[Pt(eta(2)-C2H4)Cl-3]) with oxidized phenanthroline ligands (1, 10-phenanthroline-5,6-dione, phedon, and 2,9-dimethyl-1,10-phenanthroline-5,6-dione, Me(2)phedon) are reported. Comparison with analogous reactions involving unoxidized phen (1,10-phenanthroline) and Me phen (2,9-dimethyl-1,10-phenanthroline) ligands indicates that these latter ligands are less capable to stabilize the five-coordinate species [PtCl2 (eta(2)-C2H4)(phenanthroline)] in which the phenanthroline and the olefin share the trigonal plane and two chlorines are in the axial positions. The X-ray structure of the four-coordinate species [PtCl)(Me(2)phedon)] indicates that the major difference between oxidized and unoxidized phenanthrolines is the loss of aromaticity of the central ring of phenanthroline. As a consequence, the oxidized phenanthroline becomes more flexible and can undergo a bowlike distortion so to reduce steric interaction between ortho substituents of phenanthroline and cis chlorine ligands. The increase in stability of the four-coordinate species with Me(2)phedon is concomitant with an increase in stability of the five-coordinate precursor complex with ethylene. In the latter case the stabilization is not of sterical origin but stems from reduced electron-donor properties of oxidized phenanthrolines. The balance of the two effects is such that the equilibrium between five- and four-coordinate species is more shifted in favour of the former species in the case of Me2phedon than in the case of Me(2)phen. (C) 2003 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/s0020-1693(03)00382-7

文献信息

• Steric Crowding and Redox Reactivity in Platinum(II) and Platinum(IV) Complexes Containing Substituted 1,10-Phenanthrolines
  作者：Francesco P. Fanizzi、Giovanni Natile、Maurizio Lanfranchi、Antonio Tiripicchio、Franco Laschi、Piero Zanello

  DOI：10.1021/ic960125y

  日期：1996.1.1

  progressively restore the Pt(II) oxidation state by transferring the electron to the peripheral organic ligand. The latter process can involve multiple electron additions in the macroelectrolysis time scale. The related platinum(IV) complexes [PtX(4)(L)] undergo irreversible two-electron reduction accompanied by fast release of the axial ligands and formation of the corresponding platinum(II) species.

  研究了菲咯啉取代基对铂（II）和铂（IV）配合物的结构和反应性的影响。化合物[PtI（2）（4,7-Ph（2）phen）]。CHCl（3）（1dz.CHCl（3）），[PtI（4）（4,7- Ph（2）phen）]。CHCl（3）（2dz.CHCl（3）），[PtI（2）（2,9-Me（2）-4,7-Ph（2）phen）]（1fz） ，和[PtI（4）（2,9-Me（2）-4,7-Ph（2）phen）]。I（2）（2fz.I（2））表明，络合物1fz和2fz包含邻位取代的菲咯啉，从N-Pt-N'平面显示赤道碘原子的显着位移（分别为平均0.477（2）和0.199（2）Å），菲咯啉的弯曲[分别为19.9（7）和14.2（7）度]和NC-C'-N'平面相对于N-Pt-N'平面的旋转[分别为32.3（10）和26.5（9）度]。1fz和2fz的结构都在邻位具有邻氨基苯并菲咯啉的结构比较表明，在后
• Mono‐ and Bis‐Guanosine Adducts of Platinum Complexes with Carrier Ligands Having In‐Plane Steric Bulk: The Case of 1,10‐Phenanthroline and 2,9‐Dimethyl‐1,10‐phenanthroline
  作者：Nicola Margiotta、Paride Papadia、Francesco P. Fanizzi、Giovanni Natile

  DOI：10.1002/ejic.200390145

  日期：2003.3

  The steric hindrance generated by carrier ligands, in particular in cis-PtA2G2 adducts (A2 = diamine, G = guanine derivative), has often been used to slow down rotation about the platinum-guanine bonds, thus allowing the characterisation of different conformers and the analysis of the interactions that are involved in the stabilisation of cisplatin adducts with DNA. In a previous study concerning 1

  载体配体产生的空间位阻，特别是在顺式 PtA2G2 加合物（A2 = 二胺，G = 鸟嘌呤衍生物）中，经常被用来减缓铂 - 鸟嘌呤键的旋转，从而允许表征不同的构象异构体和分析参与稳定顺铂加合物与 DNA 的相互作用。在先前关于 1,10-菲咯啉和 2,9-二甲基-1,10-菲咯啉（分别为 phen 和 Me2phen）的研究中，据报道 Me2phen 配体形成了一种不寻常的双鸟苷衍生物，具有核碱基的反式配置和单齿 Me2phen。本研究表明，phen 和 Me2phen 与其他双齿配体一样，可以形成单鸟苷和双鸟苷衍生物，后者具有通常的顺式构型。在 phen 和 Me2phen 载体配体中，菲咯啉骨架的刚性能够阻碍鸟苷碱基围绕 Pt-N(7) 键的旋转，并使旋转异构体之间的相互转化在 NMR 时间尺度上缓慢在 350 K（探索的最高温度）。然而，两种配体之间存在显着差异。由于 Me2phen
• H/D exchange at sp3 carbons in the coordination sphere of platinum(ii)
  作者：Michele Benedetti、Carmen R. Barone、Chiara R. Girelli、Francesco P. Fanizzi、Giovanni Natile、Luciana Maresca

  DOI：10.1039/c3dt53216j

  日期：——

  one nitrogen of Me2phen yielding a T-shaped species. In contrast, the H–D exchange is considerably slower in the [Pt(OR)2(Me2phen)] complex characterized by smaller size and lower trans-labilizing effect of the oxygen donor ligands. It is suggested that the formation of a T-shaped intermediate could foster the C–H activation via oxidative addition to the metal centre. In accord with this hypothesis

  的[氯铂酸（η 1 -CH 2 CH 2 OR）（我2啉）]，我2苯= 2,9-二甲基-1,10-菲咯啉，复合物是无限期地在固体状态下稳定; 但是，当在碱性pH下溶于质子氘代溶剂中时，在Me 2 phen Me's处发生H–D交换。在相关的[PtCl 2（Me 2 phen）]络合物中发生了类似的H-D交换过程，该络合物在空间上受到拉力作用，很容易脱离Me 2 phen的一个氮原子产生一个T形的物种。相反，在[Pt（OR）2（Me 2 phen）]络合物中，H-D交换要慢得多，其特征是较小的尺寸和氧供体配体的反-labilizing效果。有人认为，形成T形中间体可以通过金属中心氧化加成促进C–H活化。在与该假设一致，在H / d交换发现与6,6'-二甲基-2,2'-联吡啶（为在类似的复合物显着地慢我2 BPY），其中的更大的灵活性，我2联吡啶，如与Me 2 phen相比降低了四配位底物中的
• Synthesis, Characterisation and Antiviral Activity of Platinum(II) Complexes with 1,10-Phenanthrolines and the Antiviral Agents Acyclovir and Penciclovir
  作者：Nicola Margiotta、Francesco P. Fanizzi、Joze Kobe、Giovanni Natile

  DOI：10.1002/1099-0682(200105)2001:5<1303::aid-ejic1303>3.0.co;2-m

  日期：2001.5

  anti-HIV properties in vitro of the complexes have been evaluated. In a 0.1 M solution of NaCl, the compounds with Me2phen (1 and 2) were found to be very stable while the compounds with phen (3 and 4) underwent displacement of one purine base by a chloride ion. This rather unexpected result may have some relevance in connection with the stability of major DNA adducts of cisplatin in which two guanines are

  四种新型混合药物 [Pt(acy)2(Me2phen)]I2 (1)、[Pt(pen)2(Me2phen)](NO3)2 (2)、[Pt(acy)2(phen)]( ) 2 (3) 和 [Pt(pen)2(phen)]( )2 (4) 是通过抗病毒鸟嘌呤衍生物阿昔洛韦 (acy) 和喷昔洛韦 (pen) 与具有 2,9- Me2-1,10-菲咯啉 (Me2phen) 和 1,10-菲咯啉 (phen) 作为载体配体。Me2phen 和 phen 载体配体都能够阻止鸟嘌呤碱基围绕 Pt-N(7) 键的旋转，从而使旋转异构体之间的互变在 NMR 时间尺度上非常缓慢。顺式配位嘌呤碱基之间有利的偶极-偶极相互作用稳定了 HT 旋转异构体，这是在溶液中检测到的唯一物种。已经评估了复合物在生理介质中的稳定性和体外抗 HIV 特性。在 0.1 M NaCl 溶液中，发现含有 Me2phen 的化合物（1
• Functionalized 1,1-Ethene Dithiolates as Ligands, V [1]. Synthesis and Crystal Structure of Palladium(II) and Platinum(II) Complexes with Dithioylidene Barbituric Acid Ligands. Molecular Structure of a 2,6-Diaminopyridine-Platinum(II) Barbiturate Complex
  作者：Wolfgang Weigand、Veronika Plener、Heinrich Nöth、Ingo Krossing、Jörg Knizek、Martin Schmidt

  DOI：10.1515/znb-1998-1009

  日期：1998.10.1

  Abstract The 1,1-ethene dithiolato ligands (dithioylidene barbituric acids) 2a-f react with palladium(II) and platinum(II) compounds L2MCI2 [M = Pd, Pt; L = PEt3, PBu3, PPh3, 1/2 dppe, 1/2 (-)-DIOP, 1/2 2,9-dimethyl phenanthroline] to give the 1,1-ethene dithiolato metal complexes . Compound 4a forms a 1:1 adduct (8) with 2,6-diaminopyridine. The compounds were characterised on the basis of their IR

  摘要1,1-乙烯dithiolato配体（dithioylidene巴比土酸）2A-F与钯（II）和铂反应（II）的化合物L2MCI2 [M =钯，铂; L = PET3，PBu3，PPH 3，1/2 DPPE，1/2（ - ） - DIOP，1/2 2,9-二菲咯啉]，得到1,1-乙烯dithiolato金属配合物。化合物4a形成1：1的加合物（8）与2,6-二氨基吡啶。化合物进行了表征其IR和NMR（1 H，13 C，31 P）光谱的基础上。络合物4A，4C，和5a通过X射线结构分析，进一步研究。在4a中的巴比土单元经历自组装通过多个氢键互补2,6二氨基吡啶，得到的超分子复合物8