3,8-bis(dicyanomethylene)-3,8-dyhydro-Δ5,10-dihydro-5,5-di(p-octylphenyl)-10,10-diphenyl-indeno[2,1-a]indene | 1334701-40-4

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: 3,8-bis(dicyanomethylene)-3,8-dyhydro-Δ5,10-dihydro-5,5-di(p-octylphenyl)-10,10-diphenyl-indeno[2,1-a]indene
• 英文别名: 2-[2-(Dicyanomethylidene)-10,10-bis(4-octylphenyl)-5,5-diphenylindeno[2,1-a]inden-7-ylidene]propanedinitrile；2-[2-(dicyanomethylidene)-10,10-bis(4-octylphenyl)-5,5-diphenylindeno[2,1-a]inden-7-ylidene]propanedinitrile
• CAS: 1334701-40-4
• 化学式: C₆₂H₅₈N₄
• 分子量: 859.169
• InChiKey: OZCOIQGMMMPASB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  15.5
• 重原子数：
  66
• 可旋转键数：
  18
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  95.2
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3,8-bis(dicyanomethylene)-3,8-dyhydro-Δ5,10-dihydro-5,5-di(p-octylphenyl)-10,10-diphenyl-indeno[2,1-a]indene 在 tetrabutylammonium borohydride 作用下， 以 二氯甲烷 为溶剂， 生成
  参考文献：
  名称：

  Air- and Heat-Stable Planar Tri-p-quinodimethane with Distinct Biradical Characteristics

  摘要：

  A heptacyclic carbocycle possessing three p-quinodimethane units conjugated in one plane has been synthesized and shown to exhibit distinct biradical characteristics. The molecule has a HOMO/LUMO band gap of ca. 1 eV and a S(0)-T(1) energy gap of 2.12 kcal/mol, and it absorbs and emits near-IR light at room temperature. It is air-stable under ambient light for several months and thermally stable up to 160 degrees C under nitrogen, and it undergoes reversible two-electron oxidation and reduction. The synthetic approach is such that a smaller and larger oligo-p-quinodimethane can be synthesized.

  DOI：

  10.1021/ja206060n
• 作为产物：
  描述：

  4,4'-二溴二苯甲酮 在 aluminum oxide 、 copper(l) iodide 、 正丁基锂 、 萘 、 trans-bis(triphenylphosphine)palladium dichloride 、 palladium 10% on activated carbon 、 三氟化硼乙醚 、 氢气 、 lithium 、 sodium hydride 、 三乙胺 、 copper(ll) bromide 作用下， 以 四氢呋喃 、 四氯化碳 、 乙醚 、 正己烷 、 二氯甲烷 、 N,N-二甲基甲酰胺 、 mineral oil 为溶剂， 反应 17.17h， 生成 3,8-bis(dicyanomethylene)-3,8-dyhydro-Δ5,10-dihydro-5,5-di(p-octylphenyl)-10,10-diphenyl-indeno[2,1-a]indene
  参考文献：
  名称：

  Air- and Heat-Stable Planar Tri-p-quinodimethane with Distinct Biradical Characteristics

  摘要：

  A heptacyclic carbocycle possessing three p-quinodimethane units conjugated in one plane has been synthesized and shown to exhibit distinct biradical characteristics. The molecule has a HOMO/LUMO band gap of ca. 1 eV and a S(0)-T(1) energy gap of 2.12 kcal/mol, and it absorbs and emits near-IR light at room temperature. It is air-stable under ambient light for several months and thermally stable up to 160 degrees C under nitrogen, and it undergoes reversible two-electron oxidation and reduction. The synthetic approach is such that a smaller and larger oligo-p-quinodimethane can be synthesized.

  DOI：

  10.1021/ja206060n

文献信息

• Air- and Heat-Stable Planar Tri-<i>p</i>-quinodimethane with Distinct Biradical Characteristics
  作者：Xiaozhang Zhu、Hayato Tsuji、Koji Nakabayashi、Shin-ichi Ohkoshi、Eiichi Nakamura

  DOI：10.1021/ja206060n

  日期：2011.10.19

  A heptacyclic carbocycle possessing three p-quinodimethane units conjugated in one plane has been synthesized and shown to exhibit distinct biradical characteristics. The molecule has a HOMO/LUMO band gap of ca. 1 eV and a S(0)-T(1) energy gap of 2.12 kcal/mol, and it absorbs and emits near-IR light at room temperature. It is air-stable under ambient light for several months and thermally stable up to 160 degrees C under nitrogen, and it undergoes reversible two-electron oxidation and reduction. The synthetic approach is such that a smaller and larger oligo-p-quinodimethane can be synthesized.