2,5-dimethylfluorene | 137659-56-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 英文名称: 2,5-dimethylfluorene
• 英文别名: 2,5-dimethyl-9H-fluorene
• CAS: 137659-56-4
• 化学式: C₁₅H₁₄
• 分子量: 194.276
• InChiKey: BQABYHLDTVDIMK-UHFFFAOYSA-N

物化性质

• 熔点：
  58-59 °C
• 沸点：
  326.4±22.0 °C(Predicted)
• 密度：
  1.074±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  15
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  pentamethylcyclopentadienylzirconium(IV) trichloride 、 2,5-dimethylfluorene 在 BuLi 作用下， 以 乙醚 、 正己烷 为溶剂， 生成 (pentamethylcyclopentadienyl)ZrCl2(4,7-dimethylfluorenyl)
  参考文献：
  名称：

  Unverbrückte (Pentamethylcyclopentadienyl)(fluorenyl)-Komplexe des zirconiums und hafniums. Die molekülstrukturen von (C5Me5) (2,7-Me2C13H7)MCl2 (M  Zr, Hf)

  摘要：

  The reaction of various fluorene compounds C(13)H(7)R(1)R(2)R(3) (R(1), R(2) = H, Me, Et, (t)Bu; R(3) = H, cyclohexyl, Me(3)Si) with butyllithium followed by treatment with (C(5)Me(5))MCl(3) (M-Zr, Hf) leads to unbridged metallocene dichloride complexes of the type (C(5)Me(5))(C(13)H(6)R(1)R(2)R(3))MCl(2) (1-11). In combination with methylaluminoxane (MAO), complexes 1-11 show catalytic activity in homogeneous olefin polymerization. The crystal structures of (C(5)Me(5))(2,7-Me(2)-C13H7)MCl(2) (M = Zr (3), Hf (4)) have been determined by single crystal X-ray diffraction.

  DOI：

  10.1016/s0022-328x(96)06481-9
• 作为产物：
  描述：

  6,2',4'-trimethyl-biphenyl-2-ylamine 生成 2,5-dimethylfluorene
  参考文献：
  名称：

  Mascarelli; Longo, Gazzetta Chimica Italiana, 1941, vol. 71, p. 380,395

  摘要：

  DOI：

文献信息

• Pd(OAc)2-catalyzed domino reactions of 1,2-dihaloarenes and 2-haloaryl arenesulfonates with Grignard reagents: efficient synthesis of substituted fluorenes
  作者：Cheng-Guo Dong、Qiao-Sheng Hu

  DOI：10.1016/j.tet.2008.01.020

  日期：2008.3

  suggested that Pd(leaving group)X associated arynes should be formed first and the sp(3) C-H activation preferentially occurred at benzylic C-(1 degrees )H bonds. The work described here provides a high yield, one-step access to substituted fluorenes from readily available 1,2-dihalobenzenes and 2-haloaryl arenesulfonates and hindered Grignard reagents, and this substituted fluorene-making method may find applications

  描述了 Pd(OAc)(2)-催化的 1,2-二卤代苯和 2-卤代芳基芳烃磺酸盐与受阻格氏试剂形成取代芴的多米诺反应，据信该反应通过与钯相关的芳炔中间体发生。发现这种与钯相关的芳烃反应途径有利于钯催化剂中省略膦和 N-杂环卡宾配体的使用，并具有更好的离去基团。我们的研究表明，应首先形成 Pd（离开基团）X 相关联的芳烃，并且 sp(3) CH 活化优先发生在苄基 C-(1 度 )H 键上。这里描述的工作提供了一种高产率、一步法从容易获得的 1,2-二卤代苯和 2-卤代芳基芳烃磺酸盐和受阻格氏试剂中获得取代芴的方法，
• Pd(OAc)₂-Catalyzed Domino Reactions of 1-Chloro-2-haloarenes and 2-Haloaryl Tosylates with Hindered Grignard Reagents via Palladium-Associated Arynes
  作者：Cheng-Guo Dong、Qiao-Sheng Hu

  DOI：10.1021/ol061989i

  日期：2006.10.1

  The palladium-associated aryne generation strategy and Pd(OAc)(2)-catalyzed annulative Domino reactions of 1-chloro-2-halobenzenes and 2-haloaryl tosylates with hindered Grignard reagents via palladium-associated arynes are described. The palladium-associated aryne generation strategy described here not only allows the high yield, one-step access to potentially useful substituted fluorenes from readily

  描述了钯相关的芳烃的生成策略和Pd（OAc）（2）催化的1-氯-2-卤代苯和2-卤代芳基甲苯磺酸酯与受阻格氏试剂经由钯相关的芳烃的环氧化多米诺反应。本文所述的与钯相关的芳烃生成策略不仅允许从容易获得的1-氯-2-卤代苯和2-卤代芳基甲苯磺酸酯中一步一步获得高收率的潜在有用的取代芴，而且还可能导致其他化合物的开发。基于这些容易获得的带有卤代芳烃的邻位离去基团的串联反应。[反应：看文字]
• Mascarelli; Longo, Gazzetta Chimica Italiana, 1941, vol. 71, p. 389,392
  作者：Mascarelli、Longo

  DOI：——

  日期：——
• Unverbrückte (Pentamethylcyclopentadienyl)(fluorenyl)-Komplexe des zirconiums und hafniums. Die molekülstrukturen von (C5Me5) (2,7-Me2C13H7)MCl2 (M  Zr, Hf)
  作者：Michael A. Schmid、Helmut G. Alt、Wolfgang Milius

  DOI：10.1016/s0022-328x(96)06481-9

  日期：1996.11

  The reaction of various fluorene compounds C(13)H(7)R(1)R(2)R(3) (R(1), R(2) = H, Me, Et, (t)Bu; R(3) = H, cyclohexyl, Me(3)Si) with butyllithium followed by treatment with (C(5)Me(5))MCl(3) (M-Zr, Hf) leads to unbridged metallocene dichloride complexes of the type (C(5)Me(5))(C(13)H(6)R(1)R(2)R(3))MCl(2) (1-11). In combination with methylaluminoxane (MAO), complexes 1-11 show catalytic activity in homogeneous olefin polymerization. The crystal structures of (C(5)Me(5))(2,7-Me(2)-C13H7)MCl(2) (M = Zr (3), Hf (4)) have been determined by single crystal X-ray diffraction.
• Mascarelli; Longo, Gazzetta Chimica Italiana, 1941, vol. 71, p. 380,395
  作者：Mascarelli、Longo

  DOI：——

  日期：——