N1,N3-bis(5-(2-butoxy-5-nitrobenzamido)-2,4-bis(octyloxy)phenyl)-2-methoxy-5-nitroisophthalamide | 1078739-05-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N1,N3-bis(5-(2-butoxy-5-nitrobenzamido)-2,4-bis(octyloxy)phenyl)-2-methoxy-5-nitroisophthalamide
• CAS: 1078739-05-5
• 化学式: C₇₅H₁₀₅N₇O₁₇
• 分子量: 1376.7
• InChiKey: LNYUHCNBGDGWHR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  19.74
• 重原子数：
  99.0
• 可旋转键数：
  52.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  310.43
• 氢给体数：
  4.0
• 氢受体数：
  17.0

反应信息

• 作为反应物：
  描述：

  N1,N3-bis(5-(2-butoxy-5-nitrobenzamido)-2,4-bis(octyloxy)phenyl)-2-methoxy-5-nitroisophthalamide 在 氢气 、 镍 作用下， 以 四氢呋喃 为溶剂， 反应 8.0h， 以86%的产率得到5-amino-1-N,3-N-bis[5-[[(5-amino-2-butoxyphenyl)-hydroxymethylidene]amino]-2,4-dioctoxyphenyl]-2-methoxybenzene-1,3-dicarboximidic acid
  参考文献：
  名称：

  Hydrogen Bonding-Directed Multicomponent Dynamic Covalent Assembly of Mono- and Bimacrocycles. Self-Sorting and Macrocycle Exchange

  摘要：

  This paper describes the multicomponent dynamic covalent assembly of macrocyclic structures by utilizing hydrogen bonding-driven zigzag anthranilamides as "leading" components. Two or three amino groups have been introduced to one side of hydrogen bonded anthranilamide oligomers. The preorganization of the frameworks enabled the amino groups to condense with structurally matched aldehydes to form mono- and bimacrocycles in good to quantitative yields. Reactions from Lip to five components have been investigated. which involved one-step formation of up to six imine bonds. The preorganization of the templates highly enhanced the stability of the macrocyclic structures. As a result, all the macrocycles Could be purified by simply recrystallizing the Crude products from suitable solvents. Coexisting experiments of three series of three to five components were also performed, which all revealed that the preorganized precursors possessed high self-sorting capacity. On the basis of the same approach, a hydrazone-based macrocycle was also prepared quantitatively, while an intermacrocycle hydrazone-imine exchange was revealed to facilitate the formation of the hydrazone-based macrocycle from an imine-based macrocycle.

  DOI：

  10.1021/jo801972s
• 作为产物：
  描述：

  N-(5-amino-2,4-bis(octyloxy)phenyl)-2-butoxy-5-nitrobenzamide 、 2-methoxy-5-nitro-1,3-benzenedicarboxylic acid 在 O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate 、 N,N-二异丙基乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 12.67h， 以50%的产率得到N1,N3-bis(5-(2-butoxy-5-nitrobenzamido)-2,4-bis(octyloxy)phenyl)-2-methoxy-5-nitroisophthalamide
  参考文献：
  名称：

  Hydrogen Bonding-Directed Multicomponent Dynamic Covalent Assembly of Mono- and Bimacrocycles. Self-Sorting and Macrocycle Exchange

  摘要：

  This paper describes the multicomponent dynamic covalent assembly of macrocyclic structures by utilizing hydrogen bonding-driven zigzag anthranilamides as "leading" components. Two or three amino groups have been introduced to one side of hydrogen bonded anthranilamide oligomers. The preorganization of the frameworks enabled the amino groups to condense with structurally matched aldehydes to form mono- and bimacrocycles in good to quantitative yields. Reactions from Lip to five components have been investigated. which involved one-step formation of up to six imine bonds. The preorganization of the templates highly enhanced the stability of the macrocyclic structures. As a result, all the macrocycles Could be purified by simply recrystallizing the Crude products from suitable solvents. Coexisting experiments of three series of three to five components were also performed, which all revealed that the preorganized precursors possessed high self-sorting capacity. On the basis of the same approach, a hydrazone-based macrocycle was also prepared quantitatively, while an intermacrocycle hydrazone-imine exchange was revealed to facilitate the formation of the hydrazone-based macrocycle from an imine-based macrocycle.

  DOI：

  10.1021/jo801972s