cis-PtCl2(PPh3)(propylene) | 52486-33-6

• 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(PPh3)(propylene)
• 英文别名: platinum(2+);prop-1-ene;triphenylphosphane;dichloride
• CAS: 52486-33-6；39722-83-3；52486-28-9
• 化学式: C₂₁H₂₁Cl₂PPt
• 分子量: 570.358
• InChiKey: YCSAJQBLALZLKI-UHFFFAOYSA-L

计算性质

• 辛醇/水分配系数(LogP)：
  -1.36
• 重原子数：
  25
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  cis-PtCl2(PPh3)(propylene) 、 二乙胺 以 氘代氯仿 为溶剂， 生成 cis-PtCl2(PPh3)CHMeCH2NHEt2
  参考文献：
  名称：

  Amine Attack on Coordinated Alkenes:  An Interconversion from Anti-Markovnikoff to Markovnikoff Products

  摘要：

  A sequence of alkene complexes of platinum, PtCl2(PPh3)(alkene) (alkene = ethylene, propene, 1-butene, cis-2-butene, 1-hexene, 1-octene, and 1-decene), has been prepared. These complexes are characterized by NMR spectroscopy, including assignment of each proton, and X-ray crystal structures of the 1-propene and 1-hexene complexes. Each complex was reacted with diethylamine. For the 1-hexene, 1-octene, and 1-decene complexes, the amine displaces the alkene. For the smaller alkenes, the diethylamine nucleophilically attacks the coordinated alkene. For propene and 1-butene, the low-temperature addition leads to the anti-Markovnikoff nucleophilic attack, which slowly converts at room temperature to the Markovnikoff product. The transformation from anti-Markovnikoff to Markovnikoff addition occurs without diethylamine dissociation.

  DOI：

  10.1021/ja0469939
• 作为产物：
  描述：

  在 盐酸 作用下， 以 丙酮 为溶剂， 以97%的产率得到cis-PtCl2(PPh3)(propylene)
  参考文献：
  名称：

  A new synthesis of cis-(alkene)dichloro(phosphine)platinum(II) complexes

  摘要：

  DOI：

  10.1016/s0020-1693(00)87982-7

文献信息

• Mechanism of the Platinum(II)-Catalyzed Hydroamination of 4-Pentenylamines
  作者：Christopher F. Bender、Timothy J. Brown、Ross A. Widenhoefer

  DOI：10.1021/acs.organomet.5b00821

  日期：2016.1.25

  The mechanism of the platinum(II)-catalyzed intramolecular hydroamination of benzyl 4-pentenylamines has been evaluated under stoichiometric and catalytic conditions. Reaction of a benzyl 2,2-disubstituted 4-pentenylamine with [(PPh3)Pt(mu-COCl](2) forms a thermally sensitive platinum amine complex that undergoes irreversible, intramolecular ligand exchange with the pendant C=C bond to form a reactive platinum pi-alkene complex. The pi-alkene complex undergoes rapid, outer-sphere C-N bond formation, evidenced by the anti addition of Pt and N across the complexed C=C bond, to form a thermally stable zwitterionic platinamethylpyrrolidinium complex. The zwitterionic complex is rapidly and exergonically deprotonated by free amine to form a neutral, bicyclic azaplatinacyclobutane complex that likely exists as a discrete 1:1 adduct with ammonium salt in the nonpolar reaction medium and that represents the resting state of the catalytic cycle. Turnover-limiting intramolecular protodemetalation of the azaplatinacyclobutane ammonium adduct followed by ligand exchange releases the 2-methylpyrrolidine product.
• Neighboring group effects on the stability of azaplatinacyclobutane rings in (2-aminoethyl)platinum(II) compounds
  作者：Michael Green、Jamil K. K. Sarhan、Ibrahim M. Al-Najjar

  DOI：10.1021/om00082a002

  日期：1984.4