carbanide;methylsulfinylmethane;6-phenyl-2-pyridin-2-yl-3H-pyridin-3-ide;platinum(2+) | 405555-54-6

• 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: carbanide;methylsulfinylmethane;6-phenyl-2-pyridin-2-yl-3H-pyridin-3-ide;platinum(2+)
• CAS: 405555-54-6
• 化学式: C₁₉H₂₀N₂OPtS
• 分子量: 519.527
• InChiKey: FVPZKHRZWSKSME-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.05
• 重原子数：
  24.0
• 可旋转键数：
  2.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  42.85
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  cis-[PtMe₂(dmso)₂] 、 carbanide;methylsulfinylmethane;6-phenyl-2-pyridin-2-yl-3H-pyridin-3-ide;platinum(2+) 以 甲苯 为溶剂， 生成 carbanide;methylsulfinylmethane;6-phenyl-2-(3H-pyridin-3-id-2-yl)-3H-pyridin-3-ide;platinum(2+)
  参考文献：
  名称：

  Multiple C−H Bond Activation. Threefold-Deprotonated 6-Phenyl-2,2‘-bipyridine as a Bridging Ligand in Dinuclear Platinum(II) Derivatives

  摘要：

  Unusual platinum(II) trimetalated derivatives have been synthesized and characterized by reaction of cis-[Pt(R)(2)(DMSO)(2)] (R = Me, Ph) and 6-phenyl-2,2'-bipyridine. The behavior of the substituted 2,2'-bipyridine as a threefold-deprotonated ligand is unprecedented.

  DOI：

  10.1021/om010913h
• 作为产物：
  描述：

  cis-[PtMe₂(dmso)₂] 、 6-苯基-2,2'-联吡啶 以 甲苯 为溶剂， 以93%的产率得到carbanide;methylsulfinylmethane;6-phenyl-2-pyridin-2-yl-3H-pyridin-3-ide;platinum(2+)
  参考文献：
  名称：

  Multiple C−H Bond Activation. Threefold-Deprotonated 6-Phenyl-2,2‘-bipyridine as a Bridging Ligand in Dinuclear Platinum(II) Derivatives

  摘要：

  Unusual platinum(II) trimetalated derivatives have been synthesized and characterized by reaction of cis-[Pt(R)(2)(DMSO)(2)] (R = Me, Ph) and 6-phenyl-2,2'-bipyridine. The behavior of the substituted 2,2'-bipyridine as a threefold-deprotonated ligand is unprecedented.

  DOI：

  10.1021/om010913h

文献信息

• N,C “Rollover” Cyclometalated Platinum(II) Hydrides: Mono- and Polynuclear Derivatives
  作者：Giovanni Minghetti、Sergio Stoccoro、Maria Agostina Cinellu、Giacomo Luigi Petretto、Antonio Zucca

  DOI：10.1021/om800027g

  日期：2008.7.1

  cyclometalated platinum(II) hydrides were obtained by reaction of the “rollover” derivatives [Pt(N′−C(3))(Cl)(L)] (N−CH= 6-tert-butyl- and 6-phenyl-2,2′-bipyridine; L = DMSO, 3,5-Me2-pyridine, PPh3) with Na[BH4]. Mono- or polynuclear hydrides, [Pt(N′−C(3))(H)(L)] or [Pt(N′−C(3))(μ-H)]n, are formed depending on the nature of the neutral ligand, L. The unsaturated 14-electron fragments [Pt(N′−C(3))(μ-H)] assemble

  通过“侧翻”衍生物[PT（N'-C（3））（Cl）（L）]（N-CH = 6-叔丁基-和6 -苯基-2,2'-联吡啶； L = DMSO，3,5-Me 2-吡啶，PPh 3），具有Na [BH 4 ]。单核或多核的氢化物，[PT（N'-C（3））（H）（L）]或[PT（N'-C（3））（μ-H）] Ñ，形成取决于性质不饱和的14电子片段[PT（N'-C（3））（μ-H）]组装形成带有桥联氢化物的低聚物。光谱表征为溶液（1 H NMR）和气相（ESI-MS）中的四聚体提供了证据。在四聚体系统中，2e-3c PT-H-PT键被π-受体配体（例如Ph 3）裂解P和CO生成稳定的单核氢化物。
• Regioselective C(sp2)-C(sp3) Coupling Mediated by Classical and Rollover Cyclometalation
  作者：Lorenzo Manca、Giacomo Senzacqua、Sergio Stoccoro、Antonio Zucca

  DOI：10.3390/molecules29030707

  日期：——

  characterized. The synthesis involves the following steps: (1) rollover cyclometalation to give the starting complex [Pt(N^C)(DMSO)Me]; (2) the synthesis of a more electron-rich complex [Pt(N^C)(PPh3)Me] by the substitution of DMSO with triphenylphosphine; (3) oxidative addition with methyl iodide to give the Pt(IV) complex [Pt(N^C)(PPh3)(Me)2(I)]; (4) iodide abstraction with silver tetrafluoborate to

  通过利用一系列氧化加成/还原消除反应，Pt(II)环金属化衍生物能够促进罕见的C(sp2)-C(sp3)键偶联，从而产生新型甲基取代的吡啶和联吡啶。从 6-苯基-2,2'-联吡啶开始，遵循了一步一步的完整反应顺序，得到了前所未有的 3-甲基-6-苯基-2,2'-联吡啶，并将其分离并完全表征。合成包括以下步骤：（1）翻转环金属化得到起始配合物[Pt(N^C)(DMSO)Me]； (2)用三苯基膦取代DMSO合成更富电子的络合物[Pt(N^C)(PPh3)Me]； (3)与碘甲烷氧化加成得到Pt(IV)络合物[Pt(N^C)(PPh3)(Me)2(I)]； (4)用四氟硼酸银夺取碘化物，得到不稳定的五配位中间体，该中间体通过碳-碳还原偶联迅速演化，形成新的C(sp3)-C(sp2)键； (5)最后，新形成的3-甲基-6-苯基-2,2'-联吡啶的挤出和表征。因此，该反应已扩展到众所周知的经典环金
• Activation of a C−H Bond in a Pyridine Ring. Reaction of 6-Substituted 2,2‘-Bipyridines with Methyl and Phenyl Platinum(II) Derivatives:  N‘,C(3)-“Rollover” Cyclometalation
  作者：Giovanni Minghetti、Sergio Stoccoro、Maria Agostina Cinellu、Barbara Soro、Antonio Zucca

  DOI：10.1021/om0301583

  日期：2003.11.1

  The reaction of the electron-rich derivatives cis-[Pt(R)(2)(DMSO)(2)] (R = Me, Ph) with a series of 6-substituted-2,2'-bipyridines, HL, occurs with loss of methane or benzene, respectively, to yield cyclometalated platinum(II) species [Pt(R)(L)(DMSO)] where L is an anionic ligand N',C(3) coordinated. The unusual C-H activation entails a consecutive reaction process through a detectable intermediate. The reaction is peculiar of 6-substituted ligands: for comparison no reaction occurs with 6,6'-Me2-2,2'-bipy and an adduct, [Pt(R)(2)(HL)], is obtained with 5-Me-2,2'-bipy.