N,N'-di-(2,6-diisopropylphenyl)-1,7-dibromoperylene-3,4,9,10-tetracarboxylic acid diimide | 935981-26-3

• 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: N,N'-di-(2,6-diisopropylphenyl)-1,7-dibromoperylene-3,4,9,10-tetracarboxylic acid diimide
• 英文别名: N-[2-[4-[[22-bromo-7,18-bis[2,6-di(propan-2-yl)phenyl]-6,8,17,19-tetraoxo-7,18-diazaheptacyclo[14.6.2.22,5.03,12.04,9.013,23.020,24]hexacosa-1(22),2,4,9,11,13(23),14,16(24),20,25-decaen-11-yl]oxy]phenyl]ethyl]-1-[(2-methylpropan-2-yl)oxy]methanimidic acid
• CAS: 935981-26-3
• 化学式: C₆₁H₅₈BrN₃O₇
• 分子量: 1025.05
• InChiKey: XRBHUCCVCSGYCI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  14.5
• 重原子数：
  72
• 可旋转键数：
  13
• 环数：
  10.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  122
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  N,N'-di-(2,6-diisopropylphenyl)-1,7-dibromoperylene-3,4,9,10-tetracarboxylic acid diimide 在 potassium carbonate 、 potassium iodide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 10.0h， 以78%的产率得到N-[2-[4-[[7,18-bis[2,6-di(propan-2-yl)phenyl]-22-hydroxy-6,8,17,19-tetraoxo-7,18-diazaheptacyclo[14.6.2.22,5.03,12.04,9.013,23.020,24]hexacosa-1(22),2,4,9,11,13(23),14,16(24),20,25-decaen-11-yl]oxy]phenyl]ethyl]-1-[(2-methylpropan-2-yl)oxy]methanimidic acid
  参考文献：
  名称：

  Photonic Logic Gates Based on Control of FRET by a Solvatochromic Perylene Bisimide

  摘要：

  New perylenebisimide derivatives hydroxyperylenebisimide and naphthoperylenebisimide were obtained and applied to construct a new solvatochromic dyad 9. The solvatochromic behavior of hydroxyperylenebisimide was studied, and the structure of naphthoperylenebisimide was determined by X-ray crystallography. The spectral studies indicated that the hydroxyperylenebisimide and naphthoperylenebisimide units of dyad 9 were strongly coupled in the ground state, and as a result the fluorescence of the naphthoperylenebisimide unit was almost quenched and that of the hydroxyperylenebisimide unit was greatly enhanced due to the fluorescence resonance energy transfer (FRET). As we expected, this FRET process could be tuned with the addition of protons, base, and ferric ions. This behavior of dyad 9 could be interpreted by a two-input INH logic gate, while in the presence of Fe(III), the ion complex of 9 could execute a two-input XOR logic gate. By changing the output signal, a combinational logic circuit with three inputs could also be interpreted.

  DOI：

  10.1021/jo0624748
• 作为产物：
  描述：

  N-Boc-酪胺 、 1,7-二溴代苝二酰亚胺 在 18-冠醚-6 、 potassium carbonate 作用下， 以 甲苯 为溶剂， 反应 2.0h， 以71%的产率得到N,N'-di-(2,6-diisopropylphenyl)-1,7-dibromoperylene-3,4,9,10-tetracarboxylic acid diimide
  参考文献：
  名称：

  Photonic Logic Gates Based on Control of FRET by a Solvatochromic Perylene Bisimide

  摘要：

  New perylenebisimide derivatives hydroxyperylenebisimide and naphthoperylenebisimide were obtained and applied to construct a new solvatochromic dyad 9. The solvatochromic behavior of hydroxyperylenebisimide was studied, and the structure of naphthoperylenebisimide was determined by X-ray crystallography. The spectral studies indicated that the hydroxyperylenebisimide and naphthoperylenebisimide units of dyad 9 were strongly coupled in the ground state, and as a result the fluorescence of the naphthoperylenebisimide unit was almost quenched and that of the hydroxyperylenebisimide unit was greatly enhanced due to the fluorescence resonance energy transfer (FRET). As we expected, this FRET process could be tuned with the addition of protons, base, and ferric ions. This behavior of dyad 9 could be interpreted by a two-input INH logic gate, while in the presence of Fe(III), the ion complex of 9 could execute a two-input XOR logic gate. By changing the output signal, a combinational logic circuit with three inputs could also be interpreted.

  DOI：

  10.1021/jo0624748

文献信息

• Photonic Logic Gates Based on Control of FRET by a Solvatochromic Perylene Bisimide
  作者：Yongjun Li、Haiyan Zheng、Yuliang Li、Shu Wang、Ziyu Wu、Peng Liu、Zengqiang Gao、Huibiao Liu、Daoben Zhu

  DOI：10.1021/jo0624748

  日期：2007.4.1

  New perylenebisimide derivatives hydroxyperylenebisimide and naphthoperylenebisimide were obtained and applied to construct a new solvatochromic dyad 9. The solvatochromic behavior of hydroxyperylenebisimide was studied, and the structure of naphthoperylenebisimide was determined by X-ray crystallography. The spectral studies indicated that the hydroxyperylenebisimide and naphthoperylenebisimide units of dyad 9 were strongly coupled in the ground state, and as a result the fluorescence of the naphthoperylenebisimide unit was almost quenched and that of the hydroxyperylenebisimide unit was greatly enhanced due to the fluorescence resonance energy transfer (FRET). As we expected, this FRET process could be tuned with the addition of protons, base, and ferric ions. This behavior of dyad 9 could be interpreted by a two-input INH logic gate, while in the presence of Fe(III), the ion complex of 9 could execute a two-input XOR logic gate. By changing the output signal, a combinational logic circuit with three inputs could also be interpreted.