3-phenylcyclopentadienyllithium | 58813-27-7

• 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: 3-phenylcyclopentadienyllithium
• 英文别名: [1-Ph-3-Me-C5H3]Li；Lithium 1-methyl-3-phenylcyclopenta-2,4-dien-1-ide；lithium;(3-methylcyclopenta-1,4-dien-1-yl)benzene
• CAS: 58813-27-7
• 化学式: C₁₂H₁₁*Li
• 分子量: 162.16
• InChiKey: XFJXSHHITGTSBT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.38
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  3-phenylcyclopentadienyllithium 在 正丁基锂 作用下， 以 四氢呋喃 、 乙醚 为溶剂， 反应 12.0h， 生成 Li2[(Me-Ph-C5H2SiMe2)2O]
  参考文献：
  名称：

  Group 4 metallocene complexes with non-bridged and tetramethyldisiloxane-bridged methyl-phenyl-cyclopentadienyl ligands: synthesis, characterization and olefin polymerization studies

  摘要：

  The non-vicinal methyl-phenyl-substituted zirconocene dichlorides meso-and rac-[Zr{eta(5)-(1-Ph-3-Me-C5H3)}(2)Cl-2] and [Zr(eta(5)- C5H5){eta(5)-(1-Ph-3-Me-C5H3)}Cl-2] have been isolated by transmetallation of the lithium salt Li(1-Ph-3-Me-C5H3) to ZrCl4(THF)(2) and [Zr(eta(5)-C5H5)Cl-3.DME] (DME=dimethoxyethane), respectively. Similar transmetallation of the lithium salt Li-2[(Me-Ph-C5H2SiMe2)(2)O] to MCl4 gave the ansa-metallocenes [M{eta(5)-(Me-Ph-C5H2SiMe2)(2)O-2}Cl-2] (M=Zr, Hf) for which the meso- and rac-diastereomers were separated. The dimethyl and dibenzyl derivatives of these metallocenes were also prepared and the structure of all of these compounds determined by NMR spectroscopy. The molecular structure of rac-[Zr{eta(5)-(2-Me-4-Ph-C5H2SiMe2)(2)O}Cl-2] was determined by single crystal X-ray diffraction methods. The activity of the dichlorometallocenes/MAO catalysts for ethene and propene polymerization was evaluated. (C) 2004 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2004.06.059

文献信息

• Synthesis and characterization of methyl-phenyl-substituted cyclopentadienyl zirconium complexes
  作者：Gema Martínez、Pascual Royo、Eberhardt Herdtweck

  DOI：10.1016/j.jorganchem.2004.10.044

  日期：2005.2

  monocyclopentadienyl complex [Zr(η5-1-Ph-3-Me-C5H3)Cl3]. The ansa-metallocene [Zr(η5-2-Me-4-Ph-C5H2)SiMe2(η5-2-Ph-4-Me-C5H2)}Cl2] was obtained from the mixture of isomers formed by transmetallation of Li2[(Me-Ph-C5H2)2SiMe2] to ZrCl4 and characterized as the meso-diastereomer by X-ray diffraction methods. Similar transmetallation of Li2[Me-Ph-C5H2(SiMe2Nt-Bu)] gave the silyl-η-amido complex [Zrη5-2-Me-4

  三取代甲基苯基甲硅烷基环戊二烯[我-PH-C 5 H ^ 3（森达2 X）]（X = Me中，氯，NH吨-Bu）和[（ME-PH-C 5 H ^ 3）2森达2 ]和锂盐栗2 [我-PH-C 5 H ^ 2（森达2 ñ吨-Bu）]和Li 2 [（ME-PH-C 5 H ^ 2）2森达2 ]已被分离通过常规方法并且其特征在于通过NMR光谱。脱甲硅烷基[我-PH-C 5 H ^ 3（森3）]用的ZrCl 4（SME 2）2，得到单环戊二烯基配合物[Zr的（η 5 -1- PH-3-ME-C 5 H ^ 3）氯3 ]。所述柄型茂金属[Zr的（η 5 -2-ME-4-PH-C 5 H ^ 2）森达2（η 5 -2- PH-4-ME-C 5 H ^ 2）}氯2 ]从得到的异构体的以Li的金属转移形成的混合物2〔（ME-PH-C 5 H ^ 2）2森达2 ]到的ZrCl 4并且通过X射线衍射法表征为内消旋非对映异构体。李的类似金属转移2
• Synthesis and Resolution of Chiral Ruthenium Complexes Containing the 1-Me-3-PhCp Ligand
  作者：Yue Hu、Anthony P. Shaw、Hairong Guan、Jack R. Norton、Wesley Sattler、Yi Rong

  DOI：10.1021/acs.organomet.5b00852

  日期：2016.1.11

  A new ruthenium chloride complex featuring chirality derived from the face-specific coordination of the 1-Me-3-PhCp ligand has been successfully synthesized and resolved. The resolution has been achieved via the diastereomers of the (5)-alpha-methylbenzenemethanethiolate complex (1-Me-3-PhCp)Ru(dppm)(S)-C(S)(H)(Ph)(Me)}. The X-ray structures of (S-Cp,S)-(1-Me-3-PhCp)Ru(dppm)C(S)(H)(Ph)(Me)} and (R-Cp,S)-(1-Me-3-PhCp)Ru(dppm)C(S)(H)(Ph)(Me)} have been determined. Racemization has been observed at elevated temperatures, but a room-temperature conversion pathway provides access to the corresponding enantiopure acetonitrile, chloride, and hydride complexes.