1,4-dihydrotriphenylene | 39935-60-9

• 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: 1,4-dihydrotriphenylene
• CAS: 39935-60-9
• 化学式: C₁₈H₁₄
• 分子量: 230.309
• InChiKey: BFFLDCJCYMXFNF-UHFFFAOYSA-N

物化性质

• 熔点：
  203-204 °C(Solv: ethanol (64-17-5))
• 沸点：
  420.2±25.0 °C(Predicted)
• 密度：
  1.164±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  18
• 可旋转键数：
  0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.11
• 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：

  1,4-dihydrotriphenylene 在 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以 二氯甲烷 为溶剂， 反应 0.5h， 生成 9,10-苯并菲
  参考文献：
  名称：

  Synthesis of Cyclic 1-Alkenylboronates via Zr-Mediated Double Functionalization of Alkynylboronates and Sequential Ru-Catalyzed Ring-Closing Olefin Metathesis

  摘要：

  Synthesis of novel cyclic 1-alkenylboronates is accomplished through the zirconium-mediated regio- and stereoselective double functionalization of 1-alkynylboronates and the subsequent ruthenium-catalyzed ring-closing metathesis (RCM). The obtained substituted cyclic 1-alkenylboronates are transformed into o-terphenyl and triphenylene derivatives.

  DOI：

  10.1021/ol400896u
• 作为产物：
  描述：

  1-(2-chlorophenyl)-2-phenylcyclohexa-1,4-diene 在 palladium diacetate 、 potassium carbonate 、 tricyclohexylphosphine tetrafluoroborate 作用下， 以 N,N-二甲基乙酰胺 为溶剂， 反应 24.0h， 生成 1,4-dihydrotriphenylene
  参考文献：
  名称：

  Synthesis of Cyclic 1-Alkenylboronates via Zr-Mediated Double Functionalization of Alkynylboronates and Sequential Ru-Catalyzed Ring-Closing Olefin Metathesis

  摘要：

  Synthesis of novel cyclic 1-alkenylboronates is accomplished through the zirconium-mediated regio- and stereoselective double functionalization of 1-alkynylboronates and the subsequent ruthenium-catalyzed ring-closing metathesis (RCM). The obtained substituted cyclic 1-alkenylboronates are transformed into o-terphenyl and triphenylene derivatives.

  DOI：

  10.1021/ol400896u

文献信息

• Allylation of Orthoquinones Towards Annulated Polycyclic Aromatic Systems
  作者：Mariusz Kędziorek、Liliana Dobrzańska

  DOI：10.3390/molecules23082043

  日期：——

  Promising results of an efficient and convenient strategy for the annulation of polycyclic aromatic compounds (PACs), employing orthoquinones as starting material and comprising allylation, pinacol rearrangement, ring-closing metathesis (RCM), and one-pot reduction followed by Wagner-Meerwein rearrangement, are presented. The strategy involves introducing triallylborane prepared in situ in the allylation

  多环芳族化合物 (PAC) 环化的高效便捷策略的有希望的结果，采用邻醌作为起始材料，包括烯丙基化、频哪醇重排、闭环复分解 (RCM) 和一锅还原，然后是 Wagner-Meerwein 重排, 呈现。该策略涉及在烯丙基化步骤中引入原位制备的三烯丙基硼烷。此外，还介绍了一种制备 9,10-二烯丙基菲的新方法。
• Application of thermal kinetics to small carbon ion clusters
  作者：Chava Lifshitz、Pablo Sandler、Hans Friedrich Gruetzmacher、Jing Sun、Thomas Weiske、Helmut Schwarz

  DOI：10.1021/j100127a006

  日期：1993.6

  Kinetic energy release distributions (KERDS') were obtained experimentally for unimolecular decomposition of small carbon ion clusters C(n)+, n = 10-13 and 18, made by dissociative ionization from perchloro conjugated hydrocarbons. A model-free approach due to Klots, based on the application of thermal kinetics to small systems, allowed the extraction of binding energies for these clusters. The results were found to be in very good agreement with literature values for collisionally activated dissociation (CAD) threshold energies. The ion C-11+ demonstrates a particularly high binding energy in agreement with its magic character in C(n)+ mass spectra, while C-13+ has a relatively low binding energy, reflected in its low abundance in such spectra.
• Metal-ammonia reduction of triphenylene
  作者：Z. Marcinow、A. Sygula、P. W. Rabideau

  DOI：10.1021/jo00250a035

  日期：1988.7
• MAREINOW, Z.;SYGULA, A.;RABIDEAU, P. W., J. ORG. CHEM., 53,(1988) N 15, 3603-3606
  作者：MAREINOW, Z.、SYGULA, A.、RABIDEAU, P. W.

  DOI：——

  日期：——
• Synthesis of Cyclic 1-Alkenylboronates via Zr-Mediated Double Functionalization of Alkynylboronates and Sequential Ru-Catalyzed Ring-Closing Olefin Metathesis
  作者：Yasushi Nishihara、Masato Suetsugu、Daisuke Saito、Megumi Kinoshita、Masayuki Iwasaki

  DOI：10.1021/ol400896u

  日期：2013.5.17

  Synthesis of novel cyclic 1-alkenylboronates is accomplished through the zirconium-mediated regio- and stereoselective double functionalization of 1-alkynylboronates and the subsequent ruthenium-catalyzed ring-closing metathesis (RCM). The obtained substituted cyclic 1-alkenylboronates are transformed into o-terphenyl and triphenylene derivatives.