1,3-Naphthyl bis(trifluoromethanesulfonate) | 152873-77-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 1,3-Naphthyl bis(trifluoromethanesulfonate)
• 英文别名: naphthalene-1,3-diyl bis(trifluoromethanesulfonate)；[4-(trifluoromethylsulfonyloxy)naphthalen-2-yl] trifluoromethanesulfonate
• CAS: 152873-77-3
• 化学式: C₁₂H₆F₆O₆S₂
• 分子量: 424.298
• InChiKey: IMMFYKQYBJZDCM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  26
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  104
• 氢给体数：
  0
• 氢受体数：
  12

反应信息

• 作为反应物：
  描述：

  1,3-Naphthyl bis(trifluoromethanesulfonate) 在 四(三苯基膦)钯 对叔丁基邻苯二酚 、 lithium chloride 作用下， 以 1,4-二氧六环 、 苯 为溶剂， 反应 10.0h， 生成 exo,endo,syn-<2.2>(1,3)-Naphthalenophane
  参考文献：
  名称：

  [2.2]Naphthalenophanes from intermolecular [2 + 2] photocycloadditions of divinylnaphthalenes

  摘要：

  syn-[2.2]Naphthalenophanes were obtained exclusively in reasonable yields from the intermolecular [2 + 2] photocycloadditions of divinylnaphthalenes. The position of the vinyl group and the type of vinyl substituent affected the isomer ratio of the products. The structures of naphthalenophanes were elucidated by H-1-NMR spectroscopy including COSY and NOESY experiments. Among the divinylnaphthalenes examined, 1,4-, 1,5-, and 1,6-ones did not give the desired naphthalenophanes. By taking advantage of the effect of the substituents on the photoreaction, we could obtain [2.2]-(1,5)naphthalenophane derivatives from 1,5-bis(beta-carbethoxyethenyl)naphthalene and 1,5-bis(beta-phenylethenyl)naphthalene, but we could not obtain the 1,4-isomers, probably because they are highly strained. Although a mixture of two different divinylnaphthalenes was irradiated, only homo-adducts were obtained; no cross adducts were detected.

  DOI：

  10.1021/jo00078a016
• 作为产物：
  描述：

  三氟甲磺酸酐 、 间萘二酚 在 吡啶 作用下， 反应 2.0h， 以69.6%的产率得到1,3-Naphthyl bis(trifluoromethanesulfonate)
  参考文献：
  名称：

  JP2016/88927

  摘要：

  公开号：

文献信息

• Thiophene-Fused π-Systems from Diarylacetylenes and Elemental Sulfur
  作者：Lingkui Meng、Takao Fujikawa、Motonobu Kuwayama、Yasutomo Segawa、Kenichiro Itami

  DOI：10.1021/jacs.6b06486

  日期：2016.8.17

  A simple yet effective method for the formation of thiophene-fused π-systems is reported. When arylethynyl-substituted polycyclic arenes were heated in DMF in the presence of elemental sulfur, the corresponding thiophene-fused polycyclic arenes were obtained via cleavage of the ortho-C-H bond. Thus, arylethynylated naphthalenes, fluoranthenes, pyrenes, corannulenes, chrysenes, and benzo[c]naphtho[2

  报道了一种形成噻吩稠合 π 系统的简单而有效的方法。当芳乙炔基取代的多环芳烃在元素硫存在下在 DMF 中加热时，通过邻位 CH 键的裂解获得相应的噻吩稠合多环芳烃。因此，芳炔化萘、荧蒽、芘、芘、芘和苯并[c]萘并[2,1-p]芘有效地转化为相应的噻吩稠合π-系统。除了多环烃外，噻吩衍生物也容易发生这种反应。该反应的实际效用通过十克规模的制备、一锅两步反应序列和多个噻吩环化来证明。