cis-[PtCl2(dimethylsulfoxide)(PhCN)] | 127589-38-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: cis-[PtCl2(dimethylsulfoxide)(PhCN)]
• 英文别名: cis-dichloro(dimethyl sulfoxide)(PhCN)platinum(II)；benzonitrile;dichloroplatinum;methylsulfinylmethane
• CAS: 127589-38-2
• 化学式: C₉H₁₁Cl₂NOPtS
• 分子量: 447.244
• InChiKey: RCGWFDSPNPKPQF-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：

  cis-[PtCl2(dimethylsulfoxide)(PhCN)] 在 Cl₂ 作用下， 以 氯仿 为溶剂， 生成 cis-{Pt(dmso)(C6H5CN)Cl4}
  参考文献：
  名称：

  Hydrolysis of organonitriles and carboxamides in platinum(IV) complexes. X-ray structure determination of the crystalline clathrate {(C2H5)}4N [Pt(NH3)Cl5]· NH4Cl

  摘要：

  DOI：

  10.1016/s0020-1693(00)80789-6
• 作为产物：
  描述：

  cis-{Pt(dmso)(C6H5CN)Cl4} 在 H₂O 作用下， 以 neat (no solvent) 为溶剂， 生成 cis-[PtCl2(dimethylsulfoxide)(PhCN)]
  参考文献：
  名称：

  Hydrolysis of organonitriles and carboxamides in platinum(IV) complexes. X-ray structure determination of the crystalline clathrate {(C2H5)}4N [Pt(NH3)Cl5]· NH4Cl

  摘要：

  DOI：

  10.1016/s0020-1693(00)80789-6

文献信息

• Synthesis of halogen-bridged complexes [Pt(R2SO)(μ-X)X]2 by thermolysis of cis-[Pt(R2SO)(R′CN)X2]. X-ray structure of di-μ-chloro-dichlorobis(diethyl sulfoxide) diplatinum(II)
  作者：Vadim Yu. Kukushkin、Vitalii K. Belsky、Vadim E. Konovalov、Rosalia R. Shifrina、Anatolii I. Moiseev、Rimma A. Vlasova

  DOI：10.1016/s0020-1693(00)82995-3

  日期：1991.5

  Abstract The reactions of K[Pt(R 2 SO)X 3 ] with R′CN in water, substitution of acetonitrile in cis -[Pt(MeCN) 2 Cl 2 ] for sulfoxides and the bridge-cleavage reactions of [Pt(R 2 SO)(μ-Cl)Cl] 2 with R′CN lead to isolation of cis -[Pt(R 2 SO)(R′CN)X 2 ] (R=Me, R′=Me, X=Cl, Br; R=Et, Ph, R′=Me, X=Cl; R=Me, R′ =CH 2 Ph, CH 2 CO 2 Et, Ph, X=Cl). The reaction of [Pd(MeCN) 2 Cl 2 ] with Me 2 SO in acetone followed

  摘要水中K [Pt（R 2 SO）X 3]与R'CN的反应，顺式-[Pt（MeCN）2 Cl 2]中乙腈的亚砜取代和[Pt（R）的桥裂解反应2 SO）（μ-Cl）Cl] 2与R'CN导致分离出顺式-[Pt（R 2 SO）（R'CN）X 2]（R = Me，R'= Me，X = Cl， Br； R ＝ Et，Ph，R′＝ Me，X ＝ Cl； R ＝ Me，R′＝ CH 2 Ph，CH 2 CO 2 Et，Ph，X ＝ Cl）。[Pd（MeCN）2 Cl 2]与Me 2 SO在丙酮中的反应，然后除去溶剂，从而分离出固体[Pd（Me 2 SO）（μ-Cl）Cl] 2。在固相或溶液中加热生成卤素桥连化合物[Pt（R 2 SO）（μ-X）时，在顺式[[Pt（R 2 SO）（R'CN）X 2]中的配体R'CN迅速被提取X] 2。通过X射线分析确定复合物[Pt（Et 2 SO）（μ-Cl）Cl] 2的结构。该化合物在P
• Stereoselective [2 + 3] cycloaddition of nitrones to platinum-bound organonitriles. First enantioselective synthesis of Δ4-1,2,4-oxadiazolines†
  作者：Gabriele Wagner、Matti Haukka

  DOI：10.1039/b102291c

  日期：——

  Coordinated benzonitrile in cis-[PtCl2(R3MeSO)(PhCN)] (R3 = Me, Ph) is sufficiently activated to undergo [2 + 3] cycloaddition with nitrones −O+N(R2)CH(R1) (R1 = Ph, p-C6H4Me, p-C6H4OMe, R2 = Me; R1 = Ph, R2 = CH2Ph) under mild conditions to give the corresponding Δ4-1,2,4-oxadiazoline complexes cis-[PtCl2(R3MeSO)NC(Ph)–ON(R2)–CH(R1)}] in 68–83% yield. In this reaction, the chiral sulfoxide in cis-[PtCl2(PhMeSO)(PhCN)] induces stereoselective formation of the coordinated Δ4-1,2,4-oxadiazoline leading to mixtures of diastereomeric platinum complexes with a d.e. of 30–60%, which can be enhanced to >90% by fractional crystallization. The major diastereoisomer of [PtCl2(PhMeSO)NC(Ph)–ON(Me)–C(H)Ph}] thus obtained was analyzed by X-ray diffraction and shown to have cis-(R,S) configuration.Reaction of cis-[PtCl2(R3MeSO)NC(Ph)–ON(R2)–CH(R1)}] with ethane-1,2-diamine results in displacement of the Δ4-1,2,4-oxadiazolines from the metal and concomitant formation of water-soluble [Pt(en)2]Cl2 and sulfoxide, which can both be removed by aqueous extraction, and this allows for the first time the isolation of Δ4-1,2,4-oxadiazolines in enantiomerically enriched form. Applying this technique to cis-(RS,SC)-[PtCl2(PhMeSO)NC(Ph)–ON(Me)–C(H)Ph}] of 90% d.e. and 79% e.e. in sulfoxide, the corresponding (R)-2-methyl-3,5-diphenyl-Δ4-1,2,4-oxadiazoline was obtained with 70% e.e.

  顺式-[PtCl2(R3MeSO)(PhCN)]（R3Â =Â Me，Ph）中的配位苯腈被充分活化，与硝基化合物âO+N(R2)CH(R1)（R1Â =Â Ph，p-C6H4Me，p-C6H4OMe，R2Â =Â Me）发生[2Â +Â 3]环加成反应；R1Â=ÂPh，R2Â=ÂCH2Ph），得到相应的δ4-1,2,4-噁二唑啉配合物顺式-[PtCl2(R3MeSO)NC(Ph)âON(R2)âCH(R1)}]，收率为 68â83% 。在该反应中，顺式-[PtCl2(PhMeSO)(PhCN)]中的手性亚砜诱导了配位δ4-1,2,4-恶二唑啉的立体选择性形成，导致非对映异构体铂络合物混合物的d.e.为30â60%，通过分馏结晶可提高到大于90%。通过 X 射线衍射分析表明，由此获得的[PtCl2(PhMeSO)NC(Ph)âON(Me)âC(H)Ph}]的主要非对映异构体具有顺式（R，S）构型。顺式[PtCl2(R3MeSO)NC(Ph)âON(R2)âCH(R1)}]与乙烷-1,2-二胺反应后，δ4-1,2,4-噁二唑啉从金属中移出，同时形成水溶性[Pt(en)2]Cl2和亚砜、这样就首次分离出了对映体富集形式的δ4-1,2,4-恶二唑啉。将这种技术应用于在亚砜中对映体含量分别为 90% 和 79% 的顺式-(RS,SC)-[PtCl2(PhMeSO)NC(Ph)âON(Me)âC(H)Ph}]，得到了相应的(R)-2-甲基-3,5-二苯基δ4-1,2,4-恶二唑啉，对映体含量为 70%。