2,6-bis(4',4'-dimethyl-2'-oxazolinyl)phenylaquoplatinum(II) triflate | 644997-62-6

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机磺酸及其衍生物
• 英文名称: 2,6-bis(4',4'-dimethyl-2'-oxazolinyl)phenylaquoplatinum(II) triflate
• CAS: 644997-62-6
• 化学式: CF₃O₃S*C₁₆H₂₁N₂O₃Pt
• 分子量: 633.505
• InChiKey: RGKAFBXIHWDZPM-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
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• 重原子数：
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• 可旋转键数：
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• 环数：
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• sp3杂化的碳原子比例：
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• 拓扑面积：
  None
• 氢给体数：
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• 氢受体数：
  None

反应信息

• 作为产物：
  描述：

  1,3-bis(4,4-dimethyl-2-oxazoline-2-yl)benzene 以 N,N-二甲基甲酰胺 、 丙酮 为溶剂， 生成 2,6-bis(4',4'-dimethyl-2'-oxazolinyl)phenylaquoplatinum(II) triflate
  参考文献：
  名称：

  Synthesis of 2,6-Bis(2-oxazolinyl)phenylplatinum(II) NCN Pincer Complexes by Direct Cyclometalation. Catalysts for Carbon−Carbon Bond Formation

  摘要：

  1,3-Bis(4',4'-dimethyl-2'-oxazolinyl)benzene (5a) and 5-nitro-1,3-bis(4',4'-dimethyl-2'-oxazolinyl)benzene (5b) were heated in dry acetic acid with K2PtCl4 to give the corresponding 2,6-bis(4',4'-dimethyl-2'-oxazolinyl)phenylplatinum(II) chloride complexes 6a and 6b in 49 and 11% yield, respectively. The X-ray structure of 6b is reported. The main side product observed in the platination of 5a was identified as di(2-methyl-2-N-acetyl)propyl isoplithalate. In contrast, use of Pd(OAc)(2) with 5a in this protocol, followed by addition of LiBr, gave 2,6-bis(4',4'-dimethyl-2'-oxazolinyl)phenylpalladium(II) bromide in only 3% yield. Treatment of 6a with AgOTf and AgSbF6 in acetone gave quantitatively the corresponding cationic 2,6-bis(4',4'-dimethyl-2'-oxazolinyl)phenyl(aquo)platinum(II) complexes 15a and 15b. Similarly treatment of 6b with AgOTf in acetone gave 4-nitro-2,6-bis(4',4'-dimethyl-2'-oxazolinyl)phenyl(aquo)platinum(II) trifluoromethanesulfonate (15c) (72%). Complexes 15a-c, together with 2,6-bis(4',4'-dimethyl-2'-oxazolinyl)phenylaquopalladium(II) triflate (15d), were applied as catalysts for the Michael reaction between methyl vinyl ketone and ethyl cyanoacetate and the Diels-Alder reaction between acrylonitrile and cyclopentadiene. In both cases platinum complex 15a was found to be the most active, with the 4-nitro group of 15c resulting in decreased catalytic activity.

  DOI：

  10.1021/om0305162