1,5-bis(isopentyloxy)-2,4-dinitrobenzene | 1374651-06-5

• 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: 1,5-bis(isopentyloxy)-2,4-dinitrobenzene
• CAS: 1374651-06-5
• 化学式: C₁₆H₂₄N₂O₆
• 分子量: 340.376
• InChiKey: AKWDILPJEJBUIK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.35
• 重原子数：
  24.0
• 可旋转键数：
  10.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  104.74
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  1,5-bis(isopentyloxy)-2,4-dinitrobenzene 在 palladium 10% on activated carbon 、 氢气 、 三乙胺 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 为溶剂， 20.0~40.0 ℃ 、4.0 Pa 条件下， 反应 29.0h， 生成 7-N,23-N-bis[(2S)-1-butoxy-1-oxopropan-2-yl]-3,11,19,27-tetrahydroxy-14,16,30,32-tetrakis(3-methylbutoxy)-2,4,10,12,18,20,26,28-octazapentacyclo[27.3.1.15,9.113,17.121,25]hexatriaconta-1(33),3,5(36),6,8,10,13(35),14,16,19,21,23,25(34),26,29,31-hexadecaene-7,23-dicarboximidic acid
  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
• 作为产物：
  描述：

  1,3-二氟苯 在 硫酸 、 硝酸 、 三乙胺 作用下， 以 氯仿 为溶剂， 反应 6.5h， 生成 1,5-bis(isopentyloxy)-2,4-dinitrobenzene
  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

• Controlling the selective synthesis of [2]- and [3]rotaxanes by intermolecular steric hindrance between the macrocyclic hosts
  作者：Zecong Ye、Jian Wang、Sudarshana Santhosh Kumar Kothapalli、Zhiyao Yang、Lixi Chen、Weitao Xu、Yimin Cai、Tinghui Zhang、Xin Xiao、Pengchi Deng、Wen Feng、Lihua Yuan

  DOI：10.1039/c9cc08253k

  日期：——

  exhibited a substantial difference in complexation (slow/fast exchange) towards bipyridinium. Inspired by this finding, these macrocycles were applied to efficiently and selectively construct [2]- and [3]rotaxanes through one-pot synthesis. The origin of the selectivity in this novel approach was elucidated by comparing single crystal structures, DFT calculations and stepwise synthesis.

  两个氢键结合的偶氮大环与空间位阻中侧链的差异很小，在向联吡啶鎓的络合（缓慢/快速交换）方面表现出显着差异。受到这一发现的启发，这些大环化合物通过一锅法合成技术被有效地，选择性地构建了[2]-和[3]轮烷。通过比较单晶结构，DFT计算和逐步合成，阐明了这种新颖方法中选择性的起源。
• A Dynamic Hydrogen‐Bonded Azo‐Macrocycle for Precisely Photo‐Controlled Molecular Encapsulation and Release
  作者：Zecong Ye、Zhiyao Yang、Lei Wang、Lixi Chen、Yimin Cai、Pengchi Deng、Wen Feng、Xiaopeng Li、Lihua Yuan

  DOI：10.1002/anie.201906912

  日期：2019.9.2

  A light-responsive system constructed from hydrogen-bonded azo-macrocycles demonstrates precisely controlled propensity in molecular encapsulation and release process. A significant decrease in the size of the cavity is observed in the course of the E→Z photoisomerization based on the results from DFT calculations and traveling wave ion mobility mass spectrometry. These macrocyclic hosts exhibit a

  由氢键结合的偶氮大环构成的光响应系统显示出分子封装和释放过程中受精确控制的倾向。基于DFT计算和行波离子迁移率质谱分析的结果，在E→Z光异构化过程中观察到了腔体尺寸的显着减小。这些大环宿主在NMR时标上显示出罕见的2：1宿主-客户化学计量比和依赖于客体的缓慢或快速交换。通过缓慢的主客体交换和可切换的腔体形状变化，可实现Bipyridinium客体的定量释放和捕获，最大释放率为68％。这项工作强调了在光照射下，逐步实现主阳离子交换的重要性，以逐步实现准确释放有机阳离子。