N,N’-bis[6-(3,3-dimethylbutyrylamino)pyridin-2-yl]-5-ethynylisophthalamide | 1094159-83-7

• 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: N,N’-bis[6-(3,3-dimethylbutyrylamino)pyridin-2-yl]-5-ethynylisophthalamide
• 英文别名: N,N'-bis[6-(3,3-dimethylbutyrylamino)pyridin-2-yl]-5-ethynyl-isophthalamide；1-N,3-N-bis[6-(3,3-dimethylbutanoylamino)pyridin-2-yl]-5-ethynylbenzene-1,3-dicarboxamide
• CAS: 1094159-83-7
• 化学式: C₃₂H₃₆N₆O₄
• 分子量: 568.676
• InChiKey: UCPYRUJKZHWNCV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  42
• 可旋转键数：
  11
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  142
• 氢给体数：
  4
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  N,N’-bis[6-(3,3-dimethylbutyrylamino)pyridin-2-yl]-5-ethynylisophthalamide 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 72.0h， 以95%的产率得到5,5'-(buta-1,3-diyne-1,4-diyl)bis(N1,N3-bis(6-(3,3-dimethylbutanamido)pyridin-2-yl)isophthalamide)
  参考文献：
  名称：

  Self-assembly of supramolecular oligo-phenylene-ethynylene wires consisting of double Hamilton receptor modified OPE rods and a tetraphenylporphyrin cyanurate

  摘要：

  The syntheses and characterizations of new oligo-phenylene-ethynylene (OPE) bridged bis-Hamilton receptors 8-9 and their linear H-bonding behaviour with a new cyanuric acid modified tetraphenylporphyrin (TPP) 13 are reported. The resulting rigid complexes consisting of an oligo-phenylene-acetylene wire and two terminating TPPs were characterized by H-1 NMR, UV/vis and fluorescence spectroscopies. The 1:2 compositions of the supramolecular complexes, the association constants K-n and the cooperativity of binding expressed by Scatchard plots and Hill coefficients eta(H) were determined by H-1 NMR titration experiments. The strength of the association constants K-n in CDCl3 at rt was found to be in a range of 10(5) and 10(6) mol(-1) dm(3) for the first complexation and 10(10)-10(12) mol(-1) dm(3) for the second complexation, which is rather strong. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.08.054
• 作为产物：
  描述：

  3,3-二甲基丁酰氯 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 四丁基氟化铵 、 三乙胺 、 三苯基膦 作用下， 以 四氢呋喃 为溶剂， 反应 86.0h， 生成 N,N’-bis[6-(3,3-dimethylbutyrylamino)pyridin-2-yl]-5-ethynylisophthalamide
  参考文献：
  名称：

  TiO2 上染料层的非共价后官能化——增强染料敏化太阳能电池注入的工具

  摘要：

  我们报告了新定制的染料层，其一方面用于共价沉积，另一方面用于非共价后功能化 TiO 2纳米粒子薄膜。我们的功能化概念能够将第一层的稳定共价连接与通过汉密尔顿受体-氰尿酸结合基序作为第二层的高度通用和可逆的氢键混合。遵循这个概念，我们逐步集成了第一卟啉层和第二卟啉/BODIPY层。对各个构建块及其相应组合的光物理特性进行了探讨，最有希望的组合在染料敏化太阳能电池（DSSC）中实现。相对于第一卟啉层，添加第二卟啉/BODIPY层将总体DSSC效率提高了高达43%。

  DOI：

  10.1002/chem.202004928

文献信息

• Host‐Guest Systems on the Surface of Functionalized Superparamagnetic Iron Oxide Nanoparticles (SPIONs) Utilizing Hamilton Receptors and Cyanurate Derivative Molecules
  作者：Muhammad Ali、Evgeny Kataev、Johannes Müller、Hyoungwon Park、Marcus Halik、Andreas Hirsch

  DOI：10.1002/chem.202102581

  日期：2021.11.25

  the surface of modified superparamagnetic iron oxide nanoparticles (SPIONs) utilizing host-guest chemistry among Hamilton receptors and cyanurate derivatives. Binding constants of host-guest systems on the surface of nanoparticles showed stronger binding constant and higher binding ratio compared to free molecules in the solutions, due to synergistic effect on complex surface environment.

  利用汉密尔顿受体和氰尿酸酯衍生物之间的主客体化学对改性超顺磁性氧化铁纳米颗粒 (SPION) 表面超分子相互作用的基本认识。由于对复杂表面环境的协同作用，与溶液中的游离分子相比，纳米粒子表面的主客体系统的结合常数表现出更强的结合常数和更高的结合率。
• Hydrogen bonding mediated orthogonal and reversible self-assembly of porphyrin sensitizers onto TiO₂ nanoparticles
  作者：Lukas Zeininger、Fabian Lodermeyer、Ruben D. Costa、Dirk M. Guldi、Andreas Hirsch

  DOI：10.1039/c6cc03452g

  日期：——

  We report on the orthogonal, highly directional and reversible self-assembly of porphyrins onto TiO₂ nanoparticles by means of hydrogen bonding interactions.

  我们报告了通过氢键相互作用实现的卟啉分子在TiO₂纳米颗粒表面的正交、高度定向和可逆自组装。
• Supramolecular Ruthenium–Alkynyl Multicomponent Architectures: Engineering, Photophysical Properties, and Responsiveness to Nitroaromatics
  作者：Rafik Gatri、Ines Ouerfelli、Mohamed Lofti Efrit、Françoise Serein-Spirau、Jean-Pierre Lère-Porte、Pierre Valvin、Thierry Roisnel、Sébastien Bivaud、Huriye Akdas-Kilig、Jean-Luc Fillaut

  DOI：10.1021/om400811z

  日期：2014.2.10

  A series of H-bonded supramolecular architectures were built from monofunctional M-C = C-R and bifunctional R-C = C-M-C = C-R trans-alkynylbis(1,2-bis(diphenylphosphino)ethane)ruthenium(II) complexes and pi-conjugated modules containing 2,5-dialkoxy-p-phenylene. incorporation on each partner of a cyanuric end and of the complementary Hamilton receptor provided the necessary means to keep the constituents together via strong hydrogen bonding. Characterization of all architectures has been performed on the basis of NMR and photophysical methods. In particular, the formation of a Hamilton receptor/cyanuric acid complex has been exemplified by an X-ray single-crystal structure determination. Both self-assembly and accurate modification of the complementary blocks were ensured in such a way that the resulting materials maintain the responsiveness of the electron-rich 2,5-dialkoxy-p-phenylene spacers toward nitroaromatics.
• Non‐Covalent Postfunctionalization of Dye Layers on TiO₂— A Tool for Enhancing Injection in Dye‐Sensitized Solar Cells
  作者：Tobias Luchs、Anna Zieleniewska、Andreas Kunzmann、Peter R. Schol、Dirk M. Guldi、Andreas Hirsch

  DOI：10.1002/chem.202004928

  日期：2021.3.12

  tailored dye layers, which were employed, on one hand, for covalent deposition and, on the other hand, for non‐covalently post‐functionalizing TiO2 nanoparticle films. Our functionalization concept enabled intermixing a stable covalent attachment of a first layer with a highly versatile and reversible hydrogen bonding through the Hamilton receptor–cyanuric acid binding motif as a second layer. Following

  我们报告了新定制的染料层，其一方面用于共价沉积，另一方面用于非共价后功能化 TiO 2纳米粒子薄膜。我们的功能化概念能够将第一层的稳定共价连接与通过汉密尔顿受体-氰尿酸结合基序作为第二层的高度通用和可逆的氢键混合。遵循这个概念，我们逐步集成了第一卟啉层和第二卟啉/BODIPY层。对各个构建块及其相应组合的光物理特性进行了探讨，最有希望的组合在染料敏化太阳能电池（DSSC）中实现。相对于第一卟啉层，添加第二卟啉/BODIPY层将总体DSSC效率提高了高达43%。
• Self-assembly of supramolecular oligo-phenylene-ethynylene wires consisting of double Hamilton receptor modified OPE rods and a tetraphenylporphyrin cyanurate
  作者：Florian Wessendorf、Andreas Hirsch

  DOI：10.1016/j.tet.2008.08.054

  日期：2008.12

  The syntheses and characterizations of new oligo-phenylene-ethynylene (OPE) bridged bis-Hamilton receptors 8-9 and their linear H-bonding behaviour with a new cyanuric acid modified tetraphenylporphyrin (TPP) 13 are reported. The resulting rigid complexes consisting of an oligo-phenylene-acetylene wire and two terminating TPPs were characterized by H-1 NMR, UV/vis and fluorescence spectroscopies. The 1:2 compositions of the supramolecular complexes, the association constants K-n and the cooperativity of binding expressed by Scatchard plots and Hill coefficients eta(H) were determined by H-1 NMR titration experiments. The strength of the association constants K-n in CDCl3 at rt was found to be in a range of 10(5) and 10(6) mol(-1) dm(3) for the first complexation and 10(10)-10(12) mol(-1) dm(3) for the second complexation, which is rather strong. (C) 2008 Elsevier Ltd. All rights reserved.