dibenzochrysene | 53156-66-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 菲及其衍生物
• 英文名称: dibenzochrysene
• 英文别名: dibenzo[c,g]chrysene；Dibenzochrysen；hexacyclo[12.12.0.02,11.03,8.015,20.021,26]hexacosa-1(14),2(11),3,5,7,9,12,15,17,19,21,23,25-tridecaene
• CAS: 53156-66-4
• 化学式: C₂₆H₁₆
• 分子量: 328.413
• InChiKey: XPJUXTZYXPASRB-UHFFFAOYSA-N

物化性质

• 沸点：
  604.1±22.0 °C(Predicted)
• 密度：
  1.263±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  8.2
• 重原子数：
  26
• 可旋转键数：
  0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为产物：
  描述：

  9-bromomethylphenantrene 在 碘 作用下， 以 xylene 、 苯 为溶剂， 生成 dibenzochrysene
  参考文献：
  名称：

  Photodehydrocyclizations in stilbene-like compounds. X. Rearrangements in the photocyclization of 4,5-diphenyltriphenylene and 4,5-diphenylphenanthrene

  摘要：

  DOI：

  10.1021/ja00821a043

文献信息

• Synthesis of Polycyclic Spirocarbocycles via Acid-Promoted Ring-Contraction/Dearomative Ring-Closure Cascade of Oxapropellanes
  作者：Naoki Ogawa、Yousuke Yamaoka、Hiroshi Takikawa、Kiyosei Takasu

  DOI：10.1021/acs.orglett.9b02835

  日期：2019.9.20

  We report herein the development of an acid-promoted rearrangement of oxa[4.3.2]propellanes to afford polyaromatic-fused spiro[4.5]carbocycles. DFT calculations suggest that the reaction pathway involves generation of a cyclobutyl cation, ring contraction to the cyclopropylcarbinyl cation, and dearomative ring closure by an internal 2-naphthol moiety. The resulting spirocarbocycles are synthetically

  我们在本文中报道了oxa [4.3.2]丙炔酸的酸促进重排反应的发展，以提供聚芳族稠合的螺环[4.5]碳环。DFT计算表明，该反应途径涉及环丁基阳离子的生成，与环丙基羰基阳离子的环收缩以及内部2-萘酚部分的脱芳香环闭合。所得的螺碳环具有合成价值，因为它们可以通过骨架重排转化为两种不同的多环芳烃。还描述了通过中心-轴向-中心手性转移的光学纯螺碳环的合成。
• Exploiting the π-Acceptor Properties of Carbene-Stabilized Phosphorus Centered Trications [L₃P] ³⁺: Applications in Pt(II) Catalysis
  作者：Javier Carreras、Mahendra Patil、Walter Thiel、Manuel Alcarazo

  DOI：10.1021/ja306947m

  日期：2012.10.10

  Reaction of tris(dimethylaminocyclopropenium) substituted phosphine 1 with K2PtCl4 afforded the bench stable complex 3 which upon treatment with Ag[CB11H6Cl6] turned out to be an excellent catalyst for the transformation of a variety of ortho-biaryl substituted alkynes into polycyclic homo- and heteroarenes of different size, shape, and curvature through a 6-endo-dig cyclization. This constitutes the first example ever reported of using a P-1-centered trication as ligand in catalysis. The strong pi-acceptor character of 1 that derives from its three positive charges substantially increases the intrinsic pi-acidity of Pt in complex 1.PtCl2 and dramatically enhances its ability to activate pi-systems toward nucleophilic attack. As a consequence, a remarkable acceleration of the model transformation is observed when compared with other classical pi-acceptor ligands such as P(OPh)(3) or P(C6F5)(3). Moreover, the employment of 1 as ligand also expands the scope of this reaction to previously inaccessible substitution patterns. Kinetic studies and deuterium labeling experiments as well as density functional theory (DFT) calculations were performed in order to explain these findings.
• Zelikovich, Lior; Hoffman, Roy E.; Ayalon , Ari, Journal of the Chemical Society. Perkin transactions II, 1992, # 10, p. 1785 - 1792
  作者：Zelikovich, Lior、Hoffman, Roy E.、Ayalon , Ari、Rabinovitz, Mordecai

  DOI：——

  日期：——
• Photodehydrocyclizations in stilbene-like compounds. X. Rearrangements in the photocyclization of 4,5-diphenyltriphenylene and 4,5-diphenylphenanthrene
  作者：A. H. A. Tinnemans、W. H. Laarhoven

  DOI：10.1021/ja00821a043

  日期：1974.7