4,6-diisobutoxy-m-phenylenediamine | 959214-53-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 4,6-diisobutoxy-m-phenylenediamine
• 英文别名: 4,6-Bis(2-methylpropoxy)benzene-1,3-diamine
• CAS: 959214-53-0
• 化学式: C₁₄H₂₄N₂O₂
• 分子量: 252.357
• InChiKey: HHAHQEZNZHMMIW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  18
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  70.5
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4,6-diisobutoxy-m-phenylenediamine 、 2-methoxyisophthalic acid dichloride 在 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 2.0h， 以55%的产率得到1-N,3-N-bis[5-amino-2,4-bis(2-methylpropoxy)phenyl]-2-methoxybenzene-1,3-dicarboxamide
  参考文献：
  名称：

  一种点击化学方法，可通过氢键作用由基于芳基酰胺的前体合成大环化合物†

  摘要：

  本文介绍了通过两个1 + 1形成四个芳基酰胺大环的合成 1,2,3-三唑通过点击化学来确定单位。两个系列的基于芳基酰胺的前体带有两个叠氮化物 或者 乙炔单位已经准备好了。分子内氢 结合已被用来诱导它们采用U型构象，这显着促进了两个结构匹配的前体的大环化。

  DOI：

  10.1039/b907457k
• 作为产物：
  描述：

  1,3-二氟苯 在 硫酸 、 palladium 10% on activated carbon 、 氢气 、 硝酸 、 三乙胺 作用下， 以 四氢呋喃 、 甲醇 、 氯仿 为溶剂， 40.0 ℃ 、4.0 Pa 条件下， 反应 30.5h， 生成 4,6-diisobutoxy-m-phenylenediamine
  参考文献：
  名称：

  One-Pot Formation of Aromatic Tetraurea Macrocycles

  摘要：

  Treating derivatives of m-phenylenediamine having different electron-richness and reactivities with triphosgene in the presence of triethylamine led to aromatic tetraurea rnacrocycles in high yields. Factors important for efficiently forming these macrocycles include the molar ratio (2:1) between the diamine and triphosgene, reaction temperature (-75 degrees C), and solvent (CH2Cl2). By controlling the order and rate for adding diamines, tetraurea macrocycles consisting of two different types of monomeric residues have also been obtained in high yields.

  DOI：

  10.1021/ol300684j

文献信息

• Halogen Bonding Directed Supramolecular Quadruple and Double Helices from Hydrogen-Bonded Arylamide Foldamers
  作者：Chuan-Zhi Liu、Satish Koppireddi、Hui Wang、Dan-Wei Zhang、Zhan-Ting Li

  DOI：10.1002/anie.201811561

  日期：2019.1.2

  Halogen bonding has been used to glue together hydrogen‐bonded short arylamide foldamers to achieve new supramolecular double and quadruple helices in the solid state. Three compounds, which bear a pyridine at one end and either a CF2I or fluorinated iodobenzene group at the other end, engage in head‐to‐tail N⋅⋅⋅I halogen bonds to form one‐component supramolecular P and M helices, which stack to afford

  卤素键已用于将氢键合的短芳基酰胺折叠剂粘合在一起，从而在固态下获得新的超分子双螺旋和四螺旋。三种化合物的一端带有吡啶，而另一端带有CF 2 I或氟化的碘代基团，它们从头到尾的N⋅⋅⋅I卤素键结合形成单组分超分子P和M螺旋，叠在一起可提供超分子双链螺旋。双螺旋之一可以二聚形成G-四链体状的超分子四重螺旋。另一种在两端带有吡啶的对称化合物通过N⋅⋅⋅I卤素键与ICF 2 CF 2 I结合，形成两组分超分子P和中号螺旋，与一匝由四个（2 + 2）的分子。两个P螺旋和两个M螺旋中的含吡啶分子的一半交替堆叠，形成另一个超分子四重螺旋。在这种四重螺旋中，另一半带有吡啶的分子与相邻的四重螺旋中的对应分子交替堆叠，从而在二维空间中形成独特的四重螺旋阵列。
• Hydrogen-Bonding-Mediated Dynamic Covalent Synthesis of Macrocycles and Capsules: New Receptors for Aliphatic Ammonium Ions and the Formation of Pseudo[3]rotaxanes
  作者：Xiao-Na Xu、Lu Wang、Gui-Tao Wang、Jian-Bin Lin、Guang-Yu Li、Xi-Kui Jiang、Zhan-Ting Li

  DOI：10.1002/chem.200900309

  日期：2009.6.2

  Dynamic covalent synthesis! Intramolecular hydrogen‐bonding induces amino‐ and aldehyde‐appended aryl amides to adopt a rigid “V”‐shaped conformation. As a result, stable two‐layered capsules can be assembled quantitatively through the one‐step formation of six imine bonds. The new capsules form complexes with aliphatic diammonium ions to give unique two‐layered pseudo[3]rotaxanes (see figure).

  动态共价合成！分子内氢键诱导氨基和醛基连接的芳基酰胺采用刚性的“ V”形构象。结果，可以通过一步形成六个亚胺键来定量组装稳定的两层胶囊。新的胶囊与脂肪族二铵离子形成复合物，从而形成独特的两层假[3]轮烷（见图）。
• Cylindrical sheet formation of oligo-meta-aniline foldamers
  作者：Victor Maurizot、Stéphane Massip、Jean-Michel Léger、Gérard Déléris

  DOI：10.1039/b909446f

  日期：——

  Ortho-nitro- and ortho-alkoxy-oligo-meta-aniline units fold in solution through hydrogen bonds and aromatic stacking into compact structures that were characterized in the solid state as cylindrical β-sheet like structures.

  邻硝基和邻烷氧基低聚间苯胺单元在溶液中通过氢键和芳族堆积折叠成致密结构，其在固态下被表征为圆柱形β-片状结构。
• Benzoselenadiazole‐Functionalized H‐Bonded Arylamide Foldamers: Solvent‐Responsive Properties and Helix Self‐Assembly Directed by Chalcogen Bonding in Solid State
  作者：Chuan‐Zhi Liu、Chi Zhang、Chang‐Gen Li、Hui‐Bin Chen、Wen Yang、Zhong‐Yi Li、Zhi‐Yuan Hu、Liang Xu、Bin Zhai、Zhan‐Ting Li

  DOI：10.1002/chem.202401150

  日期：2024.6.20

  dimethyl sulfoxide solvents, the molecules exhibit meniscus or linear structures, respectively, which can be attributed to the unique intramolecular hydrogen bonding behavior. The crystal structures reveal that further assembly of monomers was induced by effective intermolecular Se ⋅ ⋅ ⋅ N interaction. And with the synergistic induction of intramolecular hydrogen bonds and intermolecular chalcogen bonds

  合成了一种具有溶剂响应特性的新型苯并硒二唑官能化氢键芳酰胺折叠体。在二氯甲烷或二甲亚砜溶剂中，分子分别呈现弯月面或线性结构，这可归因于独特的分子内氢键行为。晶体结构表明，有效的分子间 Se ⋅ ⋅ ⋅ N 相互作用诱导了单体的进一步组装。并通过分子内氢键和分子间硫族键的协同诱导，在固态下构建了超分子线性和双螺旋结构。
• Hydrogen Bonding-Directed Multicomponent Dynamic Covalent Assembly of Mono- and Bimacrocycles. Self-Sorting and Macrocycle Exchange
  作者：Jian-Bin Lin、Xiao-Na Xu、Xi-Kui Jiang、Zhan-Ting Li

  DOI：10.1021/jo801972s

  日期：2008.12.5

  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.