1,2-bis(naphthalen-1-ylpropiolyl)benzene | 933064-89-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 1,2-bis(naphthalen-1-ylpropiolyl)benzene
• 英文别名: 3-Naphthalen-1-yl-1-[2-(3-naphthalen-1-ylprop-2-ynoyl)phenyl]prop-2-yn-1-one
• CAS: 933064-89-2
• 化学式: C₃₂H₁₈O₂
• 分子量: 434.494
• InChiKey: YYTLBLHIZIMMRF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.3
• 重原子数：
  34
• 可旋转键数：
  4
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  34.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1,2-bis(naphthalen-1-ylpropiolyl)benzene 以 1,2-二氯乙烷 为溶剂， 反应 3.0h， 以59%的产率得到7-(naphthalen-1-yl)benzl[a]naphthacene-8,13-dione
  参考文献：
  名称：

  Catalytic [2 + 2 + 2] and Thermal [4 + 2] Cycloaddition of 1,2-Bis(arylpropiolyl)benzenes

  摘要：

  We have determined that a cationic rhodium(I)/Segphos complex catalyzes an enantio- and diastereoselective inter-molecular [2 + 2 + 2] cycloaddition of 1,2-bis(arylpropiolyl) benzenes with various monoalkynes at room temperature to give axially chiral 1,4-teraryls possessing an anthraquinone structure in good yields with good enantio- and diastereo-selectivities. We have also determined that a thermal intramolecular [4 + 2] cycloaddition of 1,2-bis(arylpropiolyl) benzenes proceeds at 60 degrees C to give aryl-substituted naphthacenediones in moderate to good yields.

  DOI：

  10.1021/jo0624546
• 作为产物：
  描述：

  1,1-二溴-2-(1-萘基)乙烯 在 正丁基锂 、 pyridinium chlorochromate 作用下， 以 四氢呋喃 、 正己烷 、 二氯甲烷 为溶剂， 反应 4.5h， 生成 1,2-bis(naphthalen-1-ylpropiolyl)benzene
  参考文献：
  名称：

  Catalytic [2 + 2 + 2] and Thermal [4 + 2] Cycloaddition of 1,2-Bis(arylpropiolyl)benzenes

  摘要：

  We have determined that a cationic rhodium(I)/Segphos complex catalyzes an enantio- and diastereoselective inter-molecular [2 + 2 + 2] cycloaddition of 1,2-bis(arylpropiolyl) benzenes with various monoalkynes at room temperature to give axially chiral 1,4-teraryls possessing an anthraquinone structure in good yields with good enantio- and diastereo-selectivities. We have also determined that a thermal intramolecular [4 + 2] cycloaddition of 1,2-bis(arylpropiolyl) benzenes proceeds at 60 degrees C to give aryl-substituted naphthacenediones in moderate to good yields.

  DOI：

  10.1021/jo0624546

文献信息

• Catalytic [2 + 2 + 2] and Thermal [4 + 2] Cycloaddition of 1,2-Bis(arylpropiolyl)benzenes
  作者：Ken Tanaka、Takeshi Suda、Keiichi Noguchi、Masao Hirano

  DOI：10.1021/jo0624546

  日期：2007.3.1

  We have determined that a cationic rhodium(I)/Segphos complex catalyzes an enantio- and diastereoselective inter-molecular [2 + 2 + 2] cycloaddition of 1,2-bis(arylpropiolyl) benzenes with various monoalkynes at room temperature to give axially chiral 1,4-teraryls possessing an anthraquinone structure in good yields with good enantio- and diastereo-selectivities. We have also determined that a thermal intramolecular [4 + 2] cycloaddition of 1,2-bis(arylpropiolyl) benzenes proceeds at 60 degrees C to give aryl-substituted naphthacenediones in moderate to good yields.