(ferrocenylethynyl)diphenylphosphane selenide | 1100746-32-4

• 英文名称: (ferrocenylethynyl)diphenylphosphane selenide
• 英文别名: ((η5-C5H4)(η5-C5H5)FeCC)Ph2PSe；(FcCC)Ph2P=Se；(η5-C5H5)Fe(η5-C5H4)CCP(Se)(phenyl)2
• CAS: 1100746-32-4
• 化学式: C₂₄H₁₉FePSe
• 分子量: 473.196
• InChiKey: YIZWMGVULQDGHI-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

• 作为产物：
  描述：

  selenium 、 (diphenyl)ferrocene-ethynyl phosphine 以 甲苯 为溶剂， 以94%的产率得到(ferrocenylethynyl)diphenylphosphane selenide
  参考文献：
  名称：

  Palladiumdichloride (ferrocenylethynyl)phosphanes and their use in Pd-catalyzed Heck–Mizoroki- and Suzuki–Miyaura carbon–carbon cross-coupling reactions

  摘要：

  In this work the synthesis of phosphane selenides (FcC C)(n)Ph(3) (n)P=Se (2a, n = 1; 2b, n = 2; 2c, n = 3; Fc = ferrocenyl, (eta(5)-C(5)H(4))(eta(5)-C(5)H(5))Fe) from (FcC C)(n)Ph(3) (n)P (1a, n = 1; 1b, n = 2; 1c, n = 3) and selenium is described to estimate the sigma-donor properties of these systems by (31)P{(1)H} NMR spectroscopy. Progressive replacement of phenyl by ferrocenylethynyl causes a shielding of the phosphorus atom with increasing of the (1)J((31)P-(77)Se) coupling constants. The palladiumdichloride metal-organic complexes [((FcC C)(n)Ph(3) (n)P)(2)PdCl(2)] (3a, n = 1; 3b, n = 2; 3c, n = 3) have been used as (pre)catalysts in the Suzuki-Miyaura (reaction of 2-bromo-toluene (4a) and 4-bromo-acetophenone (4b), respectively, with phenyl boronic acid (5) to give 2-methyl biphenyl (6a) and 4-acetyl biphenyl (6b)) and in the Heck-Mizoroki reaction ( treatment of iodobenzene ( 7) with tert-butyl acrylate ( 8) to give E-tert-butyl cinnamate ( 9)). The structures of molecules 1a, 1c, 2c, and 3c in the solid state were determined by single X-ray structure analysis showing that the structural parameters of these systems are unexceptional and correspond to those of related phosphanes, seleno phosphanes, and palladium dichloride complexes. (C) 2008 Elsevier B. V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2008.09.040