5,11-Diphenylindeno<1,2-b>fluorene-6,12-dione | 152771-67-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 5,11-Diphenylindeno<1,2-b>fluorene-6,12-dione
• 英文别名: 5,11-diphenylindeno[1,2-b]fluorene-6,12-dione
• CAS: 152771-67-0
• 化学式: C₃₂H₁₈O₂
• 分子量: 434.494
• InChiKey: ZVULIUXJXGQUBG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.5
• 重原子数：
  34
• 可旋转键数：
  2
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  34.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  5,11-Diphenylindeno<1,2-b>fluorene-6,12-dione 在 氢氧化钾 、 一水合肼 作用下， 以 二乙二醇 为溶剂， 反应 24.0h， 以95%的产率得到5,11-diphenyl-6,12-dihydroindeno[1,2-b]fluorene
  参考文献：
  名称：

  Synthesis and Characterization of Highly Fluorescent Indenofluorenes

  摘要：

  [GRAPHICS]Described here are the synthesis and optical and electrochemical properties of a series of indenofluorenes as new building blocks for electronic and optoelectronic materials.

  DOI：

  10.1021/ol025972l
• 作为产物：
  描述：

  四苯基对苯二甲酸 在 硫酸 作用下， 反应 3.0h， 以90%的产率得到5,11-Diphenylindeno<1,2-b>fluorene-6,12-dione
  参考文献：
  名称：

  Synthesis and Characterization of Highly Fluorescent Indenofluorenes

  摘要：

  [GRAPHICS]Described here are the synthesis and optical and electrochemical properties of a series of indenofluorenes as new building blocks for electronic and optoelectronic materials.

  DOI：

  10.1021/ol025972l

文献信息

• Synthesis, Molecular Packing, and Thin Film Transistors of Dibenzo[<i>a</i>,<i>m</i>]rubicenes
  作者：Xiao Gu、Xiaomin Xu、Huiyan Li、Zhifeng Liu、Qian Miao

  DOI：10.1021/jacs.5b10687

  日期：2015.12.30

  dibenzo[a,m]rubicene, a new member of nonplanar cyclopenta-fused polycyclic aromatic hydrocarbon, and its derivatives. It is found that the conformation and molecular packing of dibenzo[a,m]rubicenes in the solid state can be tuned by the substituting groups, and the silylethynylated derivatives of dibenzo[a,m]rubicenes function as p-type organic semiconductors in solution-processed thin film transistors

  我们在此报告了二苯并 [a,m] 红二苯的有效合成，二苯并[a,m] 红茚烯是非平面环五稠合多环芳烃的新成员，及其衍生物。发现固态下二苯并[a,m]红二苯的构象和分子堆积可以通过取代基进行调节，并且二苯并[a,m]红二苯的甲硅烷基乙炔化衍生物在溶液中起到p型有机半导体的作用-处理过的薄膜晶体管，场效应迁移率高达 1.0 cm(2) V(-1) s(-1)。
• A comparative study of the decomposition of o-alkynyl-substituted aryl diazo ketones. Synthesis of polysubstituted .beta.-naphthols via arylketene intermediates
  作者：Albert Padwa、Ugo Chiacchio、David J. Fairfax、Jamal M. Kassir、Angelo Litrico、Mark A. Semones、Simon L. Xu

  DOI：10.1021/jo00075a045

  日期：1993.11

  The photochemical, thermal, and rhodium-catalyzed decomposition reactions of several closely related o-alkynyl or o-alkenyl alpha-diazoaceto- and propiophenone derivatives have been studied. The reaction outcome is markedly dependent upon the reaction conditions employed for nitrogen extrusion. Thermolysis or photolysis of o-alkynyl alpha-diazopropiophenone derivatives yields polysubstituted beta-naphthols. These products are derived from Wolff rearrangement of the initially formed carbene to give an aryl ketene which undergoes intramolecular cyclization onto the o-alkynyl substituent. In direct contrast to the thermal and photochemical results, Rh(II)-catalyzed decomposition yields products derived from direct attack of a rhodium carbenoid onto the tethered pi-system producing a vinyl carbenoid intermediate. Further reaction of the cyclized carbenoid with the starting diazo compound furnishes a vinyl indenone which undergoes a rapid intramolecular Diels-Alder reaction to produce a novel dimer whose structure was elucidated by an X-ray crystal analysis. Replacement of the methyl group on the diazo center with a sterically less demanding hydrogen atom was also found to play an important role in controlling the outcome of the Rh(II)-catalyzed reaction.
• Padwa Albert, Chiacchio Ugo, Fairfax David J., Kassir Jamal M., Litrico A+, J. Org. Chem, 58 (1993) N 23, S 6429-6437
  作者：Padwa Albert, Chiacchio Ugo, Fairfax David J., Kassir Jamal M., Litrico A+

  DOI：——

  日期：——