9,10-dihydro-9,10-di(thiophen-2-yl)phenanthrene-9,10-diol

• 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: 9,10-dihydro-9,10-di(thiophen-2-yl)phenanthrene-9,10-diol
• 英文别名: 9,10-di(thien-2-yl)-9,10-dihydro-phenanthrene-9,10-diol；9,10-dithiophen-2-ylphenanthrene-9,10-diol
• 化学式: C₂₂H₁₆O₂S₂
• 分子量: 376.5
• InChiKey: DBVHKBGOAIYPRV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.96
• 重原子数：
  26.0
• 可旋转键数：
  2.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  40.46
• 氢给体数：
  2.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  9,10-dihydro-9,10-di(thiophen-2-yl)phenanthrene-9,10-diol 在 盐酸 、 溶剂黄146 作用下， 以 水 为溶剂， 反应 0.08h， 以92.8%的产率得到10,10-di(thien-2-yl)-10H-phenanthren-9-one
  参考文献：
  名称：

  Facile Synthesis of 9,10-Diarylphenanthrenes and Poly(9,10-diarylphenanthrene)s

  摘要：

  One-pot reduction of 9,10-diaryl-9,10-dihydrophenanthrene-9,10-diols to 9,10-diarylphenanthrenes was achieved with Zn/H+ in acetic acid. Accordingly, various novel phenanthrenes and polyphenanthrenes with efficient blue emission were easily synthesized.

  DOI：

  10.1021/ol702873z
• 作为产物：
  描述：

  菲醌 、 alkaline earth salt of/the/ methylsulfuric acid 在 正丁基锂 、 水 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 以85.9%的产率得到9,10-dihydro-9,10-di(thiophen-2-yl)phenanthrene-9,10-diol
  参考文献：
  名称：

  Facile Synthesis of 9,10-Diarylphenanthrenes and Poly(9,10-diarylphenanthrene)s

  摘要：

  One-pot reduction of 9,10-diaryl-9,10-dihydrophenanthrene-9,10-diols to 9,10-diarylphenanthrenes was achieved with Zn/H+ in acetic acid. Accordingly, various novel phenanthrenes and polyphenanthrenes with efficient blue emission were easily synthesized.

  DOI：

  10.1021/ol702873z

文献信息

• Synthesis of New Sulfur Heteroaromatics Isoelectronic with Dibenzo[<i>g</i>,<i>p</i>]chrysene by Photocyclization of Thienyl- and Phenyl-Substituted Ethenes
  作者：Erik Fischer、Jan Larsen、Jørn B. Christensen、Marc Fourmigué、Hans G. Madsen、Niels Harrit

  DOI：10.1021/jo960022x

  日期：1996.1.1

  A series of new sulfur heteroarenes, isoelectronic with dibenzo[g,p]chrysene, have been prepared by double photocyclization of the corresponding tetraaryl substituted ethenes. The first step proceeds efficiently in each case, and the corresponding intermediate sulfur heteroarenes, isoelectronic with phenanthrene, have been isolated. The second ring closure is only efficient when one of the participating

  通过对相应的四芳基取代的乙烯进行双光环化反应，制备了一系列与二苯并[g，p]丙烯等电子的新型硫杂芳烃。第一步在每种情况下均有效进行，并且已分离出与菲等电子的相应中间体硫杂芳烃。仅当参与的芳基取代基之一是噻吩基时，第二个闭环才有效，因此，在激发单线态反应中所涉及的碳原子上表现出更高的电子密度。大多数新化合物在普通溶剂中的溶解度极低，并且没有显示出在杂芳族化合物中通常发现的改善的电子给体性能。
• Huq; Sivakumar, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2014, vol. 53, # 6, p. 723 - 727
  作者：Huq、Sivakumar

  DOI：——

  日期：——
• Facile Synthesis of 9,10-Diarylphenanthrenes and Poly(9,10-diarylphenanthrene)s
  作者：Bo He、Hongkun Tian、Yanhou Geng、Fosong Wang、Klaus Müllen

  DOI：10.1021/ol702873z

  日期：2008.3.1

  One-pot reduction of 9,10-diaryl-9,10-dihydrophenanthrene-9,10-diols to 9,10-diarylphenanthrenes was achieved with Zn/H+ in acetic acid. Accordingly, various novel phenanthrenes and polyphenanthrenes with efficient blue emission were easily synthesized.