N,N'-bis(n-nonyl)-1-amino-2-nitro-4,5,8-naphthalenetricarboxylic acid-1,8-lactam-4,5-imide | 321434-05-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: N,N'-bis(n-nonyl)-1-amino-2-nitro-4,5,8-naphthalenetricarboxylic acid-1,8-lactam-4,5-imide
• CAS: 321434-05-3
• 化学式: C₃₁H₄₁N₃O₅
• 分子量: 535.684
• InChiKey: JKBAZXDMFLEJKA-UHFFFAOYSA-N

反应信息

• 作为反应物：
  描述：

  N,N'-bis(n-nonyl)-1-amino-2-nitro-4,5,8-naphthalenetricarboxylic acid-1,8-lactam-4,5-imide 在 盐酸 、 对甲苯磺酸 、 tin(ll) chloride 作用下， 以 溶剂黄146 为溶剂， 反应 2.0h， 生成 trans-N,N'-bis(n-nonyl)-1-amino-2-benzylideneamino-4,5,8-naphthalenetricarboxylic acid-1,8-lactam-4,5-imide
  参考文献：
  名称：

  Novel substituted 1-amino-4,5,8-naphthalenetricarboxylic acid-1,8-lactam-4,5-imides: experimental and theoretical study

  摘要：

  The electronic structure of the ground and the first singlet excited state of a novel class of fluorescent dyes, substituted 1-amino-4,5,8-naphthalenetricarboxylic acid-1,8-lactam-4,5-imides, was studied using both time-dependent density functional theory and semi-empirical approaches. It was found that the So-Si transition in lactamimides involves presumably HOMO-LUMO electron promotion. Strong intramolecular charge transfer from lactam nitrogen, C-2 and C-4 atoms to C-6 and C-7 atoms of the naphthalene ring occurs on S-0-S-1 transition. As a result, donor and acceptor side groups dramatically affect the long-wave absorption maximum, allowing control of its position over a range of more than 100 nm. Positions 2 and 7 are most sensitive to the electronic effects of the side groups owing to the combination of electronic and steric factors. Three novel derivatives of lactamimides bearing donor and acceptor side groups were synthesized and characterized. Their UV-visible spectra confirmed the results of calculation. Copyright (C) 2000 John Wiley & Sons, Ltd.

  DOI：

  10.1002/1099-1395(200011)13:11<705::aid-poc306>3.0.co;2-l
• 作为产物：
  描述：

  N,N'-bis(n-nonyl)-1-amino-4,5,8-naphthalenetricarboxylic acid-1,8-lactam-4,5-imide 在 硝酸 作用下， 以 乙酸酐 、 溶剂黄146 为溶剂， 以90%的产率得到N,N'-bis(n-nonyl)-1-amino-2-nitro-4,5,8-naphthalenetricarboxylic acid-1,8-lactam-4,5-imide
  参考文献：
  名称：

  Novel substituted 1-amino-4,5,8-naphthalenetricarboxylic acid-1,8-lactam-4,5-imides: experimental and theoretical study

  摘要：

  The electronic structure of the ground and the first singlet excited state of a novel class of fluorescent dyes, substituted 1-amino-4,5,8-naphthalenetricarboxylic acid-1,8-lactam-4,5-imides, was studied using both time-dependent density functional theory and semi-empirical approaches. It was found that the So-Si transition in lactamimides involves presumably HOMO-LUMO electron promotion. Strong intramolecular charge transfer from lactam nitrogen, C-2 and C-4 atoms to C-6 and C-7 atoms of the naphthalene ring occurs on S-0-S-1 transition. As a result, donor and acceptor side groups dramatically affect the long-wave absorption maximum, allowing control of its position over a range of more than 100 nm. Positions 2 and 7 are most sensitive to the electronic effects of the side groups owing to the combination of electronic and steric factors. Three novel derivatives of lactamimides bearing donor and acceptor side groups were synthesized and characterized. Their UV-visible spectra confirmed the results of calculation. Copyright (C) 2000 John Wiley & Sons, Ltd.

  DOI：

  10.1002/1099-1395(200011)13:11<705::aid-poc306>3.0.co;2-l