1,5-二丁氧基-2,4-二碘苯 | 259222-95-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 中文名称: 1,5-二丁氧基-2,4-二碘苯
• 英文名称: 1,3-di-(n-butoxy)-4,6-diiodobenzene
• 英文别名: 1,5-Dibutoxy-2,4-diiodobenzene；1,5-dibutoxy-2,4-diiodobenzene
• CAS: 259222-95-2
• 化学式: C₁₄H₂₀I₂O₂
• 分子量: 474.121
• InChiKey: PQCNGVPRPNJFFU-UHFFFAOYSA-N

物化性质

• 沸点：
  441.3±45.0 °C(Predicted)
• 密度：
  1.689±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  18
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1,5-二丁氧基-2,4-二碘苯 在 六甲基磷酰三胺 、 sodium hydroxide 、 双氧水 、 二异丁基氢化铝 作用下， 以 四氢呋喃 、 水 、 甲苯 为溶剂， 生成 1,3-dibutoxy-4,6-bis(isothiocyanatomethyl)benzene
  参考文献：
  名称：

  间环芳基环硫脲的合成及阴离子结合能力

  摘要：

  合成了具有两个硫脲基团的环芳烃，并通过滴定法使用 1 H-NMR 光谱检测了它们的阴离子结合能力。按照 H2PO4− > CH3COO− > Cl− > HSO4− > Br− 的一般顺序观察到预先组织的环状受体的强和选择性阴离子结合。

  DOI：

  10.1246/cl.1998.835
• 作为产物：
  描述：

  1,3-二丁氧基苯 在 一氯化碘 作用下， 以 溶剂黄146 为溶剂， 生成 1,5-二丁氧基-2,4-二碘苯
  参考文献：
  名称：

  间环芳基环硫脲的合成及阴离子结合能力

  摘要：

  合成了具有两个硫脲基团的环芳烃，并通过滴定法使用 1 H-NMR 光谱检测了它们的阴离子结合能力。按照 H2PO4− > CH3COO− > Cl− > HSO4− > Br− 的一般顺序观察到预先组织的环状受体的强和选择性阴离子结合。

  DOI：

  10.1246/cl.1998.835

文献信息

• Synthesis and Anion-Selective Complexation of Cyclophane-Based Cyclic Thioureas
  作者：Shin-ichi Sasaki、Masaaki Mizuno、Koichiro Naemura、Yoshito Tobe

  DOI：10.1021/jo991237k

  日期：2000.1.1

  Cyclic thiourea derivatives having three different types of cyclophane structure, ortho-meta, meta-meta, and meta-para, and a lariat-type thiourea, were synthesized, and their anion-binding ability was examined. The association constants for the complexation between the receptors and several anions in DMSO-d(6) were measured by the titration method using (1)H NMR spectroscopy. All receptors, except

  合成了具有邻位，间位，间位和间对位三种环烷结构的环状硫脲衍生物和套索型硫脲，并研究了它们的阴离子结合能力。使用（1）H NMR光谱通过滴定法测量DMSO-d（6）中受体与几种阴离子之间的络合缔合常数。除间-对环芳基外，所有受体均表现出与磷酸二氢根阴离子的选择性结合，该结合力强于无环参考化合物。与不具有第三结合位点的环状受体相比，套索型受体甚至更牢固地结合阴离子。
• Synthesis and characterization of a luminescent and fully rigid tetrakisimidazolium macrocycle
  作者：Hongjun Zhou、Zhi Wang、Chao Gao、Jingsong You、Ge Gao

  DOI：10.1039/c3cc38914f

  日期：——

  A fully rigid tetrakisimidazolium macrocycle was synthesized in good yield for the first time through direct [2+2] cyclization. The structure was characterized by NMRs, MS and X-ray diffraction analysis. This cationic, fluorescent macrocycle with four hydrogen bond donors pointing inward the large and rigid cavity may serve as an anion receptor, a fluorescent material and a building block for supramolecular assembly.

  通过直接[2+2]环化，首次合成了一个完全刚性的四咪唑大环，收率很高。通过核磁共振、质谱和 X 射线衍射分析对其结构进行了表征。这种阳离子荧光大环具有四个氢键供体，指向内部的大而硬的空腔，可用作阴离子受体、荧光材料和超分子组装的构件。
• Self-Assembled Redox-Active Tetraruthenium Macrocycles with Large Intracyclic Cavities
  作者：Daniel Fink、Nicole Orth、Viktoria Ebel、Franciska S. Gogesch、Anne Staiger、Michael Linseis、Ivana Ivanović-Burmazović、Rainer F. Winter

  DOI：10.1021/acs.organomet.0c00116

  日期：2020.5.26

  NMR spectroscopy, UHR ESI mass spectrometry, cyclic and square wave voltammetry, and in two instances by X-ray diffraction studies on single crystals. We also investigated the properties of their various oxidized forms via IR/NIR and UV/vis/NIR spectroelectrochemistry as well as by EPR spectroscopy. DFT studies provide further insight into the structural and electronic properties of these compounds

  我们报告了五个具有最大19.4×18.9Å内部空隙的四核金属环。大环配合物是通过空间扩展的有机二羧酸酯连接基与两种不同的双核双（烯基）二钌前体的自组装而获得的。五个络合物包括一对结构异构体，络合物2-NB和2-BN，它们的区别在于掺入的三芳基胺官能团是“导电”π共轭（2-NB）还是绝缘二羧酸酯连接子的一部分（2-BN）。所有大环配合物均通过NMR光谱，UHR ESI质谱，循环和方波伏安法进行表征，在两种情况下通过对单晶进行X射线衍射研究进行表征。我们还通过IR / NIR和UV / vis / NIR光谱电化学以及EPR光谱研究了其各种氧化形式的性质。DFT研究提供了对这些化合物的结构和电子性质的进一步了解。
• Supramolecular Assemblies and Redox Modulation of Pyromellitic Diimide-Based Cyclophane via Noncovalent Interactions with Naphthol¹
  作者：Shin-ichiro Kato、Taisuke Matsumoto、Keiko Ideta、Toshiaki Shimasaki、Kenta Goto、Teruo Shinmyozu

  DOI：10.1021/jo0600196

  日期：2006.6.1

  [GRAPHICS]This paper reports the electroscopic and electrochemical properties of [ 2 + 2] pyromellitic diimide-based cyclophane 1 as well as acyclic N, N'-bis( 2-methoxybenzyl) pyromellitic diimide 2 and the clathrate compounds formed by 1. Compound 1 was synthesized by direct cyclocondensation. Its structure was determined by an X-ray crystallographic analysis of a single crystal obtained by recrystallization from DMF. The intramolecular charge-transfer interactions of 1 and 2 were characterized by UV/vis spectroscopy and MO calculations. The UV/vis spectra showed that the tail of a longer wavelength absorption of both 1 and 2 reached the visible region. MO calculations ( B3LYP/6-31G*) showed that the HOMO and LUMO orbitals of 1 and 2 substantially localize in the xylyl and pyromellitic diimide moieties across the methylene linker, respectively. The X-ray crystallographic analyses demonstrated that single crystals grown from a mixture of 1 and alpha-naphthol and a mixture of 1 and beta-naphthol were the clathrate compounds with 1D and 2D supramolecular assemblies, respectively, which are formed by a combination of hydrogen-bonding and charge-transfer interactions. From the cyclic voltammetry measurements, both 1 and 2 showed reversible reduction processes, and the reduction potential observed at - 1.09 V vs Ag/Ag+ for 2 split into two potentials at - 1.01 and - 1.14 V for 1. The addition of alpha- and beta-naphthol induced a decrease in the potentials due to the diradical anion of 1 and radical anion of 2 by about 80 mV, and their reduction processes were reversible.