CpW(CO)2(η(3)-2-ethyl-4-phenyl-2,3-butadien-1-yl) | 175019-64-4

• 英文名称: CpW(CO)2(η(3)-2-ethyl-4-phenyl-2,3-butadien-1-yl)
• CAS: 175019-64-4
• 化学式: C₁₉H₁₈O₂W
• 分子量: 462.201
• InChiKey: OVDGHGLFRHFURH-UHFFFAOYSA-N

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：
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• 氢给体数：
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• 氢受体数：
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反应信息

• 作为反应物：
  描述：

  CpW(CO)2(η(3)-2-ethyl-4-phenyl-2,3-butadien-1-yl) 、 四丁基碘化铵 在 CF₃SO₃H 作用下， 以 二氯甲烷 为溶剂， 以35%的产率得到CpW(CO)I(η(4)-2-benzyl-3-(ethylvinyl)ketene)
  参考文献：
  名称：

  Synthesis, Protonation, and Electrophilic Alkylation of CpW(CO)₂[η³-2-(phenylethynyl)allyl]

  摘要：

  CpW(CO)(2)[eta(3)-2-(phenylethynyl)ally] (2) was prepared from the reaction between CpW(CO)(3)Na and 2-methylene-4-phenyl-3-butyn-1-yl tosylate, followed by decarbonylation with Me(3)NO. Treatment of 2 with CF3SO3H in cold CDCl3 produced a mixture of [CpW(CO)(2)(eta(4)-1-(benzylidene)trimethylenemethane)]X (3a) and CpW(CO)(2)(eta(3)-2-CH(2)X-4-phenyl-2,3-butadien-1-yl) (3b) (X = CF3SO3), which were characterized with H-1 and C-13 NMR spectra, Treatment of this mixture (3a,b) with a variety of nucleophiles gave compounds of the type CpW(CO)(2)(eta(3)-2-CH(2)X-4-phenyl-2,3-butadien-1-yl) (X = OH (4a), OMe (4b), iBuNH (4c), Me (4d), Ph (4e), CCPh (4f), H (4g)). In the presence of Bu(4)NI, protonation of 4d-e with CF3SO3H in cold CH2Cl2 produced CPW(CO)I[eta 4-(2-PhCH(2)-3-XCHs)vinylketene] (X = Me (6a), Ph (6b)), the structural identity of which was established from an X-ray diffraction study of the analogous complex CpW(CO)I[eta(4)-(2-PhCH(2)-3-ICH2)vinylketene] (6c). Treatment of 2 with a mixture of acetaldehyde and BF3 . Et(2)O in cold CH2Cl2, followed by reduction of NaBH3CN gave CpW(CO)(2)(eta(3)-2-methyl-4-phenyl-5-methyl-2, 4-pentadien-1-yl) (7), which was characterized by X-ray structural analysis.

  DOI：

  10.1021/om9507989
• 作为产物：
  描述：

  CpW(CO)2(η(3)-2-(phenylethynyl)allyl) 、 三氟甲磺酸 、 dimethyllithium cuprate 以 乙醚 为溶剂， 以55%的产率得到CpW(CO)2(η(3)-2-ethyl-4-phenyl-2,3-butadien-1-yl)
  参考文献：
  名称：

  Synthesis, Protonation, and Electrophilic Alkylation of CpW(CO)₂[η³-2-(phenylethynyl)allyl]

  摘要：

  CpW(CO)(2)[eta(3)-2-(phenylethynyl)ally] (2) was prepared from the reaction between CpW(CO)(3)Na and 2-methylene-4-phenyl-3-butyn-1-yl tosylate, followed by decarbonylation with Me(3)NO. Treatment of 2 with CF3SO3H in cold CDCl3 produced a mixture of [CpW(CO)(2)(eta(4)-1-(benzylidene)trimethylenemethane)]X (3a) and CpW(CO)(2)(eta(3)-2-CH(2)X-4-phenyl-2,3-butadien-1-yl) (3b) (X = CF3SO3), which were characterized with H-1 and C-13 NMR spectra, Treatment of this mixture (3a,b) with a variety of nucleophiles gave compounds of the type CpW(CO)(2)(eta(3)-2-CH(2)X-4-phenyl-2,3-butadien-1-yl) (X = OH (4a), OMe (4b), iBuNH (4c), Me (4d), Ph (4e), CCPh (4f), H (4g)). In the presence of Bu(4)NI, protonation of 4d-e with CF3SO3H in cold CH2Cl2 produced CPW(CO)I[eta 4-(2-PhCH(2)-3-XCHs)vinylketene] (X = Me (6a), Ph (6b)), the structural identity of which was established from an X-ray diffraction study of the analogous complex CpW(CO)I[eta(4)-(2-PhCH(2)-3-ICH2)vinylketene] (6c). Treatment of 2 with a mixture of acetaldehyde and BF3 . Et(2)O in cold CH2Cl2, followed by reduction of NaBH3CN gave CpW(CO)(2)(eta(3)-2-methyl-4-phenyl-5-methyl-2, 4-pentadien-1-yl) (7), which was characterized by X-ray structural analysis.

  DOI：

  10.1021/om9507989