| 1104951-05-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• CAS: 1104951-05-4
• 化学式: C₈₅H₈₅N₇O₄
• 分子量: 1268.65
• InChiKey: UAWLNJLORRDBNL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  19.8
• 重原子数：
  96
• 可旋转键数：
  5
• 环数：
  22.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  155
• 氢给体数：
  4
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  tetrakis(acetonitrile)palladium(II) bis(tetrafluoroborate) 、 以 N,N-二甲基甲酰胺 为溶剂， 以81%的产率得到
  参考文献：
  名称：

  Deposition of Ordered Layers of Tetralactam Macrocycles and Ether Rotaxanes on Pyridine-Terminated Self-Assembled Monolayers on Gold

  摘要：

  The deposition of tetralactam macrocycles and the corresponding benzyl ether rotaxanes on gold substrates is investigated for the first time exploiting metallo-supramolecular chemistry. Two pyridine-terminated self-assembled monolayers (SAMs) are developed that are used as well-ordered template layers. The two SAMs differ with respect to the rigidity of the terminal pyridines as shown by angle-resolved near-edge X-ray absorption fine structure (NEXAFS) spectroscopy. The template layers are then used for the metal-mediated self-assembly of macrocylces and rotaxanes on solid supports. The SAM with the more rigid terminal pyridine shows a higher coverage with the macrocycles and is therefore preferable. Angle-resolved NEXAFS spectroscopy also shows the deposited supramolecules to be oriented preferentially upright. This order is only achieved for the macrocycles through the deposition on the more rigid SAM template, whereas rotaxanes form oriented layers on both SAMs. Time-of-flight secondary-ion mass spectrometry analysis was used to determine the deposition time required for the self-assembly process.

  DOI：

  10.1021/ja306212m
• 作为产物：
  描述：

  4'-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)-2,2':6',2''-terpyridine 、 5'-bromo-5'-(tert-butyl)-2',3',3',3',5',5',5',6'-octamethyldispiro[cyclohexane-1,2'-4,8,12,16-tetraaza-1,3,9,11(1,4),6,14(1,3)-hexabenzenacyclohexadecaphane-10',1''-cyclohexane]-5',7',13',15'-tetraone 在 四(三苯基膦)钯 、 caesium carbonate 作用下， 以 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 反应 48.0h， 以66%的产率得到
  参考文献：
  名称：

  菲咯啉和三联吡啶取代的四内酰胺大环化合物：通往刚性二价和三价受体和互锁分子的简便途径

  摘要：

  溴取代的 Hunter/Vogtle 型四内酰胺大环化合物 (TLM) 是通过交叉偶联反应连接三联吡啶和菲咯啉金属结合位点的关键中间体。从这些单价前体中，可以很容易地获得以多价方式呈现大环的金属配合物。根据金属离子的性质，可以根据化合价（例如，phen-TLM + CuI：二价，phen-TLM + FeII：三价）和对 TLM 配体交换的不稳定性（例如，CuI ：缓慢但可逆的交换，RuIICl2：动力学惰性）。

  DOI：

  10.1002/ejoc.201101231

文献信息

• A Modular “Toolbox” Approach to Flexible Branched Multimacrocyclic Hosts as Precursors for Multiply Interlocked Architectures
  作者：Bilge Baytekin、Sascha S. Zhu、Boris Brusilowskij、Jens Illigen、Jenni Ranta、Juhani Huuskonen、Luca Russo、Kari Rissanen、Lena Kaufmann、Christoph A. Schalley

  DOI：10.1002/chem.200801289

  日期：2008.11.10

  cross-coupling reactions. A modular "toolbox" strategy is presented that allows 1) several tetralactam macrocycles to be covalently connected with each other or with a central spacer, 2) the macrocycles to be substituted with or connected to different chromophores, and 3) metal-coordination sites to be attached to the macrocycles. With this approach a series of different oligo-macrocyclic hosts was obtained with

  四内酰胺大环化合物可以通过多种交叉偶联反应进行官能化。提出了一种模块化的“工具箱”策略，该策略允许1）几个四内酰胺大环彼此或与一个中心间隔基共价连接，2）大环被不同的发色团取代或连接，以及3）金属配位位点附加到大环。通过这种方法，获得了一系列不同的寡聚-大环宿主，它们具有巨大的结构多样性和巨大的进一步功能化潜力。已经合成了基于这些大环化合物制备的轮烷，以证明其在构建更复杂的超分子体系中的效用。
• Phenanthroline- and Terpyridine-Substituted Tetralactam Macrocycles: A Facile Route to Rigid Di- and Trivalent Receptors and Interlocked Molecules
  作者：Egor V. Dzyuba、Bilge Baytekin、Dominik Sattler、Christoph A. Schalley

  DOI：10.1002/ejoc.201101231

  日期：2012.2

  Bromo-substituted Hunter/Vogtle-type tetralactam macrocycles (TLMs) represent key intermediates for the attachment of terpyridyl and phenanthroline metal binding sites through cross-coupling reactions. From these monovalent precursors, metal complexes can easily be obtained that present the macrocycles in a multivalent fashion. Depending on the nature of the metal ion, the properties of the complexes

  溴取代的 Hunter/Vogtle 型四内酰胺大环化合物 (TLM) 是通过交叉偶联反应连接三联吡啶和菲咯啉金属结合位点的关键中间体。从这些单价前体中，可以很容易地获得以多价方式呈现大环的金属配合物。根据金属离子的性质，可以根据化合价（例如，phen-TLM + CuI：二价，phen-TLM + FeII：三价）和对 TLM 配体交换的不稳定性（例如，CuI ：缓慢但可逆的交换，RuIICl2：动力学惰性）。
• Deposition of Ordered Layers of Tetralactam Macrocycles and Ether Rotaxanes on Pyridine-Terminated Self-Assembled Monolayers on Gold
  作者：Sebastian Richter、Johannes Poppenberg、Christoph H.-H. Traulsen、Erik Darlatt、Anja Sokolowski、Dominik Sattler、Wolfgang E. S. Unger、Christoph A. Schalley

  DOI：10.1021/ja306212m

  日期：2012.10.3

  The deposition of tetralactam macrocycles and the corresponding benzyl ether rotaxanes on gold substrates is investigated for the first time exploiting metallo-supramolecular chemistry. Two pyridine-terminated self-assembled monolayers (SAMs) are developed that are used as well-ordered template layers. The two SAMs differ with respect to the rigidity of the terminal pyridines as shown by angle-resolved near-edge X-ray absorption fine structure (NEXAFS) spectroscopy. The template layers are then used for the metal-mediated self-assembly of macrocylces and rotaxanes on solid supports. The SAM with the more rigid terminal pyridine shows a higher coverage with the macrocycles and is therefore preferable. Angle-resolved NEXAFS spectroscopy also shows the deposited supramolecules to be oriented preferentially upright. This order is only achieved for the macrocycles through the deposition on the more rigid SAM template, whereas rotaxanes form oriented layers on both SAMs. Time-of-flight secondary-ion mass spectrometry analysis was used to determine the deposition time required for the self-assembly process.