9-(4-thiomethylphenyl)phenanthrene | 60253-26-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 9-(4-thiomethylphenyl)phenanthrene
• 英文别名: 9-p-Methylthiophenylphenanthren；9-[4-(Methylsulfanyl)phenyl]phenanthrene；9-(4-methylsulfanylphenyl)phenanthrene
• CAS: 60253-26-1
• 化学式: C₂₁H₁₆S
• 分子量: 300.424
• InChiKey: JNUYNTIZDYFBOG-UHFFFAOYSA-N

物化性质

• 沸点：
  469.2±24.0 °C(Predicted)
• 密度：
  1.21±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.6
• 重原子数：
  22
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  25.3
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  (9-p-Methylthiophenyl-9-fluorenyl)acetaldehyd 在 二叔丁基过氧化物 、 苄硫醇 作用下， 生成 9-(4-thiomethylphenyl)phenanthrene
  参考文献：
  名称：

  Substituent effects at the origin of a free-radical 1,2-aryl migration and in the related disproportionation reaction of 10-hydro-9-p-X-phenyl-9-phenanthryl radicals

  摘要：

  DOI：

  10.1021/jo00421a004

文献信息

• N-Heterocyclic-Carbene Complexes Readily Prepared from Di-μ-hydroxopalladacycles Catalyze the Suzuki Arylation of 9-Bromophenanthrene
  作者：J. Luis Serrano、José Pérez、Luis García、Gregorio Sánchez、Joaquín García、Pedro Lozano、Vidya Zende、Anant Kapdi

  DOI：10.1021/om501160n

  日期：2015.1.26

  New cyclometalated palladium complexes of general formula [Pd(Bmim)(X)(C boolean AND N)] have been synthesized by a novel reaction route involving di-mu-hydroxo-palladacycles [Pd(mu-OH)(C boolean AND N)}(2)] (C boolean AND N = 2-benzoylpyridine (Bzpy), I, previously unreported, or C boolean AND N = 2-phenylpyridine (Phpy), II)] and 1,3-butylmethylimidazolium salts [HBmim]X (X: Cl, Br, I, or saccharinate (Sacc); a, b, c, or d complexes, respectively). This simple acid-base reaction could not be achieved under identical conditions when corresponding di-mu-acetate complexes were used as starting materials. An alternative pathway to NHC/imidate complexes has also been explored by reacting IIb with [Ag(Phthal)(SMe2)](2) (Phthal = phthalimidate, e) to obtain [Pd(Bmim)(Phthal)(Phpy)], IIe. Structural characterization by X-ray diffraction of complexes Id, IIb, IId, and IIe has confirmed the proposed formulas. The mononuclear complexes have shown to catalyze the scalable Suzuki-Miyaura cross-coupling of 9-bromophenanthrene with a wide scope of aryl boronic acids, irrespective of their electronic properties and at a very low catalyst concentration of 0.01%.
• Substituent effects at the origin of a free-radical 1,2-aryl migration and in the related disproportionation reaction of 10-hydro-9-p-X-phenyl-9-phenanthryl radicals
  作者：Richard N. Goerner、Philip N. Cote、Bruno M. Vittimberga

  DOI：10.1021/jo00421a004

  日期：1977.1