N1,N1'-[(1Z,4Z)-2-[((1E)-[4-[2-(5-chloro-2-methyl-3-thienyl)cyclopent-1-en-1-yl]-5-methyl-2-thienyl]methylene)-amino]-5-[((1Z)-[4-[2-(5-chloro-2-methyl-3-thienyl)cyclopent-1-en-1-yl]-5-methyl-2-thienyl]methylene)amino]cyclohexa-2,5-diene-1,4-diylidene]dibenzene-1,4-diamine

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: N1,N1'-[(1Z,4Z)-2-[((1E)-[4-[2-(5-chloro-2-methyl-3-thienyl)cyclopent-1-en-1-yl]-5-methyl-2-thienyl]methylene)-amino]-5-[((1Z)-[4-[2-(5-chloro-2-methyl-3-thienyl)cyclopent-1-en-1-yl]-5-methyl-2-thienyl]methylene)amino]cyclohexa-2,5-diene-1,4-diylidene]dibenzene-1,4-diamine
• 英文别名: 4-[[4-(4-Aminophenyl)imino-2,5-bis[[4-[2-(5-chloro-2-methylthiophen-3-yl)cyclopenten-1-yl]-5-methylthiophen-2-yl]methylideneamino]cyclohexa-2,5-dien-1-ylidene]amino]aniline
• 化学式: C₅₀H₄₄Cl₂N₆S₄
• 分子量: 928.11
• InChiKey: ZRJLMBSRPVZNFO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  13
• 重原子数：
  62
• 可旋转键数：
  10
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  214
• 氢给体数：
  2
• 氢受体数：
  10

反应信息

• 作为产物：
  描述：

  1-(5-chloro-2-methyl-3-thienyl)-2-(5-formyl-2-methyl-3-thienyl)cyclopentene 、 班德罗夫斯基碱 在 哌啶 作用下， 以 乙醇 为溶剂， 反应 72.0h， 以80%的产率得到N1,N1'-[(1Z,4Z)-2-[((1E)-[4-[2-(5-chloro-2-methyl-3-thienyl)cyclopent-1-en-1-yl]-5-methyl-2-thienyl]methylene)-amino]-5-[((1Z)-[4-[2-(5-chloro-2-methyl-3-thienyl)cyclopent-1-en-1-yl]-5-methyl-2-thienyl]methylene)amino]cyclohexa-2,5-diene-1,4-diylidene]dibenzene-1,4-diamine
  参考文献：
  名称：

  Bandrowski’s Base Revisited: Toward a Unprecedented Class of Quinonediimines or New Two-Way Chromophoric Molecular Switches

  摘要：

  Temperature-con trolled reactivity places Bandrowski's base 3 at the crossroads of a new versatile strategy for the preparation of two different categories of chromophores. We describe the access to a new class of quinonediimines (8) with an extended pi-conjugation owing to the presence of imine functions. Under slightly different conditions, Bandrowski's base appears to be the precursor of choice in the preparation of a novel pH- and liglit-dependent binary molecular switch. This molecule (11) is constituted of a benzobis(imidazole) core that can be reversibly protonated and a diarylethene unit which can be reversibly converted into its closed form upon irradiation. Triggered by two independent variables, 11 provides four distinct optical states for molecular number processing.

  DOI：

  10.1021/jo902437u

文献信息

• Bandrowski’s Base Revisited: Toward a Unprecedented Class of Quinonediimines or New Two-Way Chromophoric Molecular Switches
  作者：Ekaterina A. Shilova、Arnault Heynderickx、Olivier Siri

  DOI：10.1021/jo902437u

  日期：2010.3.19

  Temperature-con trolled reactivity places Bandrowski's base 3 at the crossroads of a new versatile strategy for the preparation of two different categories of chromophores. We describe the access to a new class of quinonediimines (8) with an extended pi-conjugation owing to the presence of imine functions. Under slightly different conditions, Bandrowski's base appears to be the precursor of choice in the preparation of a novel pH- and liglit-dependent binary molecular switch. This molecule (11) is constituted of a benzobis(imidazole) core that can be reversibly protonated and a diarylethene unit which can be reversibly converted into its closed form upon irradiation. Triggered by two independent variables, 11 provides four distinct optical states for molecular number processing.