3,6-diethinyl-9H-fluoren-9-on | 216312-75-3

• 分子结构分类: 有机化合物 - 苯类化合物
• 英文名称: 3,6-diethinyl-9H-fluoren-9-on
• 英文别名: 3,6-diethynyl-9H-fluorene-9-one；3,6-diethynylfluoren-9H-one；3,6-bisethynyl-9H-fluoren-9-one；3,6-Diethynyl-9-fluorenone；3,6-diethynylfluoren-9-one
• CAS: 216312-75-3
• 化学式: C₁₇H₈O
• 分子量: 228.25
• InChiKey: NLHHFGKSCIKYGX-UHFFFAOYSA-N

物化性质

• 熔点：
  >360 °C
• 沸点：
  411.9±38.0 °C(Predicted)
• 密度：
  1.27±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  3,6-diethinyl-9H-fluoren-9-on 在 palladium on activated charcoal 氢气 、 叔丁基锂 作用下， 以 四氢呋喃 为溶剂， 反应 2.0h， 生成 9,9'-(1,4-phenylene)bis<3,6-diethyl-9H-fluoren-9-ol>
  参考文献：
  名称：

  Selbstorganisation von Molekülen über kovalente Bindungen: Selektive Tetramerisierung einesp-Chinodimethans

  摘要：

  A simple and efficient synthesis of paracyclophane derivatives based on self-organization of a quinodimethane is described. Treatment of dibromides 5a-d with mercury afforded in high yield the macrocyclic compounds 6a-d. Interestingly, these compounds change the color on grinding and heating, from colorless to violet. The structure of 6a-d was determined by spectroscopic analyses. Single-crystal structure analysis of 6b and 6c confirmed the proposed structure.

  DOI：

  10.1002/(sici)1522-2675(19981007)81:10<1821::aid-hlca1821>3.0.co;2-c
• 作为产物：
  描述：

  3,6-二溴菲醌 在 甲醇 、 bis-triphenylphosphine-palladium(II) chloride 、 氢氧化钾 、 potassium permanganate 、 copper(l) iodide 、 potassium carbonate 、 三乙胺 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 10.5h， 生成 3,6-diethinyl-9H-fluoren-9-on
  参考文献：
  名称：

  Selbstorganisation von Molekülen über kovalente Bindungen: Selektive Tetramerisierung einesp-Chinodimethans

  摘要：

  A simple and efficient synthesis of paracyclophane derivatives based on self-organization of a quinodimethane is described. Treatment of dibromides 5a-d with mercury afforded in high yield the macrocyclic compounds 6a-d. Interestingly, these compounds change the color on grinding and heating, from colorless to violet. The structure of 6a-d was determined by spectroscopic analyses. Single-crystal structure analysis of 6b and 6c confirmed the proposed structure.

  DOI：

  10.1002/(sici)1522-2675(19981007)81:10<1821::aid-hlca1821>3.0.co;2-c

文献信息

• Synthesis and characterization of new symmetrical 3,6-bis[(25,26,27- tripropoxy-28-(3-(4-iodophenyl) propoxy)-p-tert-butyl calix[4]arene ethynyl]-9H- fluoren-9-one by Sonogashira coupling as a novel precursor for synthesis of quinodimethane (QDM)
  作者：KARIM AKBARI DILMAGHANI、FAZEL NASUHI PUR

  DOI：10.3906/kim-1006-693

  日期：——

  Novel symmetrical 3,6-bis[(25,26,27-tripropoxy-28-(3-(4-iodophenyl)propoxy)-p-tert-butyl calix[4]arene ethynyl]-9H-fluoren-9-one with a cone conformation was synthesized by palladium-catalyzed coupling of (25,26,27-tripropoxy- 28-(3-(4-iodophenyl)propoxy)-p-tert-butyl calix[4]arene and 3,6-diethynyl-9H-fluoren-9-one. Its structure was confirmed by FT-IR, ^1H-NMR, and ^13}C-NMR spectroscopy, and elemental analysis and positive ion FAB mass spectrometry.

  合成了一种新型对称的3,6-二[(25,26,27-三丙氧基-28-(3-(4-碘苯基)丙氧基)-p-叔丁基大环[4]芳烃乙炔]-9H-芴-9-酮，具有锥形构象。该化合物是通过钯催化的偶联反应合成的，反应物为(25,26,27-三丙氧基-28-(3-(4-碘苯基)丙氧基)-p-叔丁基大环[4]芳烃和3,6-二乙炔基-9H-芴-9-酮。其结构通过傅里叶变换红外光谱（FT-IR）、^1H-NMR和^13}C-NMR光谱、元素分析和正离子FAB质谱进行了确认。
• Covalently Linked at the Lower Rim Double‐Calix[4]arene as a Precursor for Multicavity Supramolecular Receptor
  作者：Reza Zadmard、Saeed Taghvaei‐Ganjali、Banafsheh Gorji

  DOI：10.1080/00397910801982035

  日期：2008.5

  Abstract New covalently linked at the lower rim double‐calix[4]arens, which have great potential for the synthesis of multicavity receptors, were prepared via Sonogashira cross‐coupling reaction. The structures of 6 and 7 were confirmed by NMR, MS, and elemental analysis.

  摘要 通过 Sonogashira 交叉偶联反应制备了在下缘共价连接的双杯[4]arens，具有合成多腔受体的巨大潜力。6和7的结构经NMR、MS和元素分析证实。
• Bis-calix[4]arene-based podants using the bridge position as a constructive mode of subunit connection
  作者：Conrad Fischer、Edwin Weber

  DOI：10.1007/s10847-013-0338-6

  日期：2014.6

  Synthetic pathways for a bridge type connection of two calixarenes by a flexible alkylene chain or a more rigid bistriazole modified connection element of different length are presented. NMR measurements as well as MM calculations point to rather flexible conjugates showing suitable requirements for a potential formation of inclusion complexes with neutral and anionic guests of appropriate size.

  本文介绍了通过不同长度的柔性亚烷基链或更刚性的双环三唑修饰连接元件将两个钙钛矿进行桥式连接的合成途径。核磁共振测量和 MM 计算表明，相当柔性的共轭物适合与适当大小的中性和阴离子客体形成包合物。