1,3-di-(4'-methoxyphenyl)-2H-cyclopentaphenanthrene-2-one | 62336-67-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 茚和异茚
• 英文名称: 1,3-di-(4'-methoxyphenyl)-2H-cyclopentaphenanthrene-2-one
• 英文别名: 3,4-(2,2'-biphenylylene)-2,5-bis(p-methoxyphenyl)-2,4-cyclopentadien-1-one；1,3-bis(4-methoxyphenyl)cyclopentaphenanthren-2-one；1,3-bis(4-methoxyphenyl)-2H-cyclopenta-[l]phenanthren-2-one；p-Methoxy-phencyclon；1,3-Bis(4-methoxyphenyl)cyclopenta[l]phenanthren-2-one
• CAS: 62336-67-8
• 化学式: C₃₁H₂₂O₃
• 分子量: 442.514
• InChiKey: SLJVEWGDQLKFDY-UHFFFAOYSA-N

物化性质

• 沸点：
  720.1±60.0 °C(Predicted)
• 密度：
  1.30±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.1
• 重原子数：
  34
• 可旋转键数：
  4
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1,3-di-(4'-methoxyphenyl)-2H-cyclopentaphenanthrene-2-one 生成 dimethyl 1,16-bis(4-methoxyphenyl)-19-oxopentacyclo[14.2.1.02,15.03,8.09,14]nonadeca-2(15),3,5,7,9,11,13,17-octaene-17,18-dicarboxylate
  参考文献：
  名称：

  SAMUILOV, YA. D.;NURULLINA, R. L.;KONOVALOV, A. I., ZH. ORGAN. XIMII, 1982, 18, N 11, 2253-2261

  摘要：

  DOI：
• 作为产物：
  描述：

  4-甲氧基苯乙酸甲酯 在 盐酸 、 氢氧化钾 、 lithium diisopropyl amide 作用下， 以 乙醇 为溶剂， 反应 25.25h， 生成 1,3-di-(4'-methoxyphenyl)-2H-cyclopentaphenanthrene-2-one
  参考文献：
  名称：

  A study of substituent effects on hydrogen-to-arene nonbonded interactions

  摘要：

  The polycylic aromatic hydrocarbon 9,14-diphenylbenzo[b]triphenylene is strongly twisted due to nonbonded interactions between hydrogen atoms on the polycyclic nucleus and the pi systems of the phenyl groups. Ten derivatives of 9,14-diphenylbenzo[b]triphenylene, with a wide variety of substituents on the phenyl groups, were synthesized and crystallographically characterized in order to test for the presence of electronic substituent effects on the magnitude of these hydrogen-to-arene nonbonded repulsions. The observed end-to-end twists in these compounds were the following: 9,14-diphenylbenzo[b]triphenylene (3) 40.4 +/- 0.4-degrees; 9,14-bis(4-nitrophenyl)-bezo[b]triphenylene (4), adopted a nontwisted conformation; 9,14-bis(4-methoxyphenyl)benzo[b]triphenylene (5), 36.8 +/- 1.3-degrees;9,14-bis[4-(methylthio)phenyl]benzo[b]triphenylene (6), 40.5+/-0.6-degrees;9,14-bis(4-chlorophenyl)-benzo[b]triphenylene (7), 39.4 +/- 0.5-degrees; 9,14-bromophenyl)benzo[b]triphenylene (8), 39.4+/-0.8-degrees;9,14-bis[4-(trifluoromethyl)phenyl]benzo[b]triphenylene (9), 36.3+/-1.5-degrees and 33.0 +/- 1.5-degrees (two crystallographically independent molecules); 9,14-bis(4-cyanophenyl)benzo[b]triphenylene (10), 38.2+/-0.5-degrees; 9,14-bis(4-methyl-phenyl)benzo[b]triphenylene (11), 43.1 +/- 0.4-degrees; 9,14-bis(4-nitrophenyl)-11-methylbenzo[b]triphenylene (12), 40.4 +/- 0.9-degrees and 33.4+/-0.9-degrees (two crystallographically independent molecules). The effects of the substituents and of crystal packing forces on the solid-state conformations of these compounds are discussed.

  DOI：

  10.1021/jo00002a037

文献信息

• Tuning the Singlet-Triplet Gap in Metal-Free Phosphorescent π-Conjugated Polymers
  作者：Debangshu Chaudhuri、Henning Wettach、Kipp J. van Schooten、Su Liu、Eva Sigmund、Sigurd Höger、John M. Lupton

  DOI：10.1002/anie.201003291

  日期：2010.10.11

  Glow in the dark: A tunable singlet–triplet exchange gap arises in optically active conjugated polymers that exhibit both strong fluorescence from the singlet state and pronounced phosphorescence from triplet excitations (see picture). The polymers were incorporated into organic light‐emitting diodes (OLEDs).

  在黑暗中发光：光学活性共轭聚合物中出现可调节的单重态-三重态交换间隙，这些聚合物既显示出来自单重态的强荧光，也显示出来自三重态激发的显着磷光（见图）。将该聚合物掺入有机发光二极管（OLED）中。
• Spatially Controlled Surface Immobilization of Nonmodified Peptides
  作者：Thomas Pauloehrl、Alexander Welle、Michael Bruns、Katharina Linkert、Hans G. Börner、Martin Bastmeyer、Guillaume Delaittre、Christopher Barner-Kowollik

  DOI：10.1002/anie.201302040

  日期：2013.9.9

  A phencyclone derivative is used to achieve light‐controlled immobilization of peptides possessing only natural amino acids. The photoactive precursor (blue in picture) is formed in a Diels–Alder reaction and can undergo light‐triggered ring‐opening reactions with amines. Successful surface patterning with a genuine c(RGDfK) peptide (green) is evidenced by imaging time‐of‐flight secondary‐ion mass

  苯乙酮衍生物可用于对仅具有天然氨基酸的肽进行光控固定。光活性前体（图中蓝色）是在Diels-Alder反应中形成的，可以与胺发生光触发的开环反应。成像飞行时间二次离子质谱（ToF-SIMS）证明了使用真正的c（RGDfK）肽（绿色）成功进行表面构图。
• Samuilov, Ya. D.; Nurullina, R. L.; Konovalov, A. I., Journal of Organic Chemistry USSR (English Translation), 1982, vol. 18, # 11, p. 1988 - 1995
  作者：Samuilov, Ya. D.、Nurullina, R. L.、Konovalov, A. I.

  DOI：——

  日期：——
• Samuilov, Ya., D.; Nurullina, R. L.; Konovalov, A. I., Journal of Organic Chemistry USSR (English Translation), 1983, vol. 19, p. 1285 - 1289
  作者：Samuilov, Ya., D.、Nurullina, R. L.、Konovalov, A. I.

  DOI：——

  日期：——
• Samuilov, Ya. D.; Bukharov, S. V.; Konovalov, A. I., Journal of Organic Chemistry USSR (English Translation), 1981, vol. 17, # 1, p. 109 - 115
  作者：Samuilov, Ya. D.、Bukharov, S. V.、Konovalov, A. I.

  DOI：——

  日期：——