1,4,7,10-tetra-azacyclotridecane-11,13-dione | 71248-02-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1,4,7,10-tetra-azacyclotridecane-11,13-dione
• 英文别名: 1,4,7,10-tetraazacyclotridecane-11,13-dione；1,5,8,11-tetra-azacyclotridecane-2,4-dione；1,4,8,11-tetraazacyclotridecane-5,7-dione；1,4,7,10-tetraaza-cyclotridecane-11,13-dione；1,4,7,10-tetrazacyclotridecane-11,13-dione
• CAS: 71248-02-7
• 化学式: C₉H₁₈N₄O₂
• 分子量: 214.268
• InChiKey: ZQRVBARHJUOJEV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -2.1
• 重原子数：
  15
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.78
• 拓扑面积：
  82.3
• 氢给体数：
  4
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1,4,7,10-tetra-azacyclotridecane-11,13-dione 在 potassium carbonate 作用下， 以 乙醇 、 乙腈 为溶剂， 反应 19.0h， 生成 4-benzyl-7(2-picolyl)-1,4,7,10-tetraazacyclotridecane-11,13-dione
  参考文献：
  名称：

  某些二茂铁大环二氧四胺的性质：芳族侧臂的作用

  摘要：

  的配位化学和一系列大环的二茂铁的dioxotetraamines电化学行为1 - 4其中每个带有一个侧链的芳香族基团，并在其框架丙二酰胺片段是由电子吸收光谱和循环伏安法研究。为了比较的目的，他们的模型化合物5 - 8还合成和研究。配合物的化学计量比为1：1，已通过FAB质谱和配位体4和8的Cu（II）离子的UV-vis滴定法得到了证实。已经评估了上述络合物平衡的稳定性常数。二茂铁配体1 - 4可以电化学识别过渡金属离子（Co 2 +，Ni 2+和Cu 2+），而那些在侧臂中带有可复杂原子的配体可以选择性地稳定Ni（III）的不常见状态。

  DOI：

  10.1016/s0022-328x(01)00928-7
• 作为产物：
  描述：

  三乙烯四胺 、 丙二酸二乙酯 以 乙醇 为溶剂， 反应 144.0h， 生成 1,4,7,10-tetra-azacyclotridecane-11,13-dione
  参考文献：
  名称：

  Grafted chromium 13-membered dioxo-macrocyclic complex into aminopropyl-based nanoporous SBA-15

  摘要：

  In a new approach, chromium (III) tetraaza dioxo ligand was grafted onto functionalized SBA-15 after four step reactions by using coordinating ability of anchored amino functionalized SBA-15. After the termination of each step, the obtained product was characterized by FT-IR, low-angle X-ray diffraction (LA-XRD), N-2 adsorption-desorption isotherms (Brunauer-Emmett-Teller (BET)-Barret-Joyner-Halenda (BJH)) and thermogravimetric analysis (TGA), and used as catalyst for the efficient and regioselective alcoholysis of styrene oxide to 2-alkoxy-1-phenylethanol product at ambient temperature. (C) 2013 Elsevier Inc. All rights reserved.

  DOI：

  10.1016/j.jssc.2013.04.027

文献信息

• Synthesis of New Spirobenzopyrans Bearing Macrocyclic Dioxopolyamine and Their Selective Coloration for Transition Metal Cations
  作者：Sheng Liu

  DOI：10.1080/15421400490487498

  日期：2004.1.1

  Three new spirobenzopyrans bearing macrocyclic dioxopolyamine were synthesized. Sensitive and selective coloration of the spirobenzopyrans for transition metal cations were observed.

  合成了三种带有大环二氧代多胺的新型螺苯并吡喃。观察到螺苯并吡喃对过渡金属阳离子的敏感和选择性着色。
• New 1,4,7,10-tetraazacyclotridecane-11,13-dione ligands appended with additional donor(s) 8-methylquinoline(s): crystal structures and characterization of their copper(II) complexes
  作者：Xian He Bu、Dao Li An、Yun Ti Chen、Mitsuhiko Shionoya、Eiichi Kimura

  DOI：10.1039/dt9950002289

  日期：——

  techniques. Remarkable red shifts were observed for the absorption band maxima of the electronic spectra of these copper(II) complexes (598 nm for 1 and 600 nm for 2) in comparison to that of unsubstituted (1,4,7,10-tetraazacyclotridecane-11,13-dione)copper(II) species (516 nm). The crystal structures of 1 and 2(which crystallised in the form [(CuL2)2]·3H2O·MeCN) have been determined by X-ray diffraction analysis

  两个大环二氧四胺配体4-（喹啉-8-甲基）-1,4,7,10-四氮杂环十三烷-11,13-二酮（H 2 L 1）和4,7-双（喹啉-8-甲基）-1合成了4,7,10-四氮杂环十三烷-11,13-二酮（H 2 L 2）。所得的二恶英大环容易配位Cu 2+并伴有配体的双重去质子化。通过ESR，UV / VIS和循环伏安技术研究了铜（II）配合物[CuL 1 ] 1和[CuL 2 ] 2的溶液行为。这些铜的电子光谱的最大吸收带观察到明显的红移（II）与未取代的（1,4,7,10-四氮杂环十三癸烷-11,13-二酮）铜（II）物种（516 nm）形成的络合物（1处598 nm和2处600 nm）。已经通过X射线衍射分析确定了1和2的晶体结构（以[（CuL 2）2 ]·3H 2 O·MeCN的形式结晶）。晶体学数据：1，正交晶体，空间群Pcab，a = 16.260（3），b = 7.739（2），c
• Syntheses, solid state and solution structures of the palladium(ii) complexes of malonamide-derived open-chain and macrocyclic ligands
  作者：Sergey P. Gavrish、Yaroslaw D. Lampeka、Hans Pritzkow、Philip Lightfoot

  DOI：10.1039/c0dt00376j

  日期：——

  palladium(II) complexes demonstrate weaker dependence on the macrocycle size as compared to those of the nickel(II) analogues. Both macrocyclic compounds PdL2·6H2O and PdL3·5H2O are characterized by lamellar crystal structures consisting of interleaved layers formed by macrocyclic units and by water molecules with similar metal complex layers and different 2D water sheets. A columnar crystal structure is

  的晶体结构 钯（II）确定了开环和大环配体PdL 1 ·3H 2 O，PdL 2 ·6H 2 O和PdL 3 ·5H 2 O的配合物（H 2 L 1 =1,4,8,11-四氮杂十一烷-5,7-二酮，H 2 L 2＝ 1,4,8,11-四氮杂环十四烷-5,7-二酮，H 2 L 3 =1,4,8,11-四氮杂环十三烷-5,7-二酮）。的配位多面体钯（II）所有配合物中的离子都是由两个去质子化的酰胺和两个胺供体形成的，PdL距离在PdL 1和PdL 2中相似，而在PdL 3中则短得多。大环配合物的1 H NMR光谱的详细分析支持仅在水溶液中形成N-介观两种化合物的异构体均与X射线数据一致。的光谱钯（II） 与大环配合物相比，大环配合物整体上向低位偏移。 镍（II）移位基本相似的类似物。后一个特征可能与M–N键的磁各向异性不同有关。d的d-d吸收带的最大值钯（II） 与络合物相比，络合物对大环的依赖性弱。
• Square planar co-ordination of the 12-membered macrocyclic tetraamine ligand 1,4,7,10-tetra-azacyclododecane-2,6-dione
  作者：Mutsuo Kodama、Eiichi Kimura

  DOI：10.1039/dt9810000694

  日期：——

  L6–L8, or glycylglycylglycine, L11. The advantages of the planar ligand field and the small cavity size are reflected in the ready attainment of a d8 Cu3+ complex as demonstrated by the extremely low electrode potential EΘ measured using cyclic voltammetry. In contrast, Ni2+ with a smaller cation size seems to fit more easily in the 12-membered cavity. The KNiH–2L value is comparable to that for L11

  已经发现标题化合物L 5与12元大环的方形平面N 4配位的新例子。刚性平面性是由于pH约为2时酰胺基团上的两个质子解离而引起的。pH滴定法显示，8稳定了1：1的络合物[M（H – 2 L）]，其中M = Cu 2+和Ni 2+。围绕Cu 2+的可能的键应变在可见光谱中表现出不寻常的蓝移，并且在累积形成常数K CuH–2L = [Cu（H –2 L）] [H + ] 2 / [Cu 2 +] [L]}，它比13-15元同源大环L 6 -L 8或甘氨酰甘氨酰甘氨酸L 11的正方形平面复合物的报告值小得多。平面配位场和小空腔尺寸的优点体现在一个的准备实现d 8的Cu 3+络合物由极低的电极电位作为证明ë Θ使用循环伏安法测量。相反，具有较小阳离子尺寸的Ni 2+似乎更容易放入12元腔中。所述ķ NIH-2L值比得上对于L 11。黄色可见光谱表示低旋转方平面复杂的几何形状。
• A novel colorimetric and fluorescent chemosensor: synthesis and selective detection for Cu2+ and Hg2+
  作者：Honglei Mu、Rui Gong、Qiao Ma、Yimin Sun、Enqin Fu

  DOI：10.1016/j.tetlet.2007.05.155

  日期：2007.7

  A novel two-channel metal ion sensor has been synthesized from macrocyclic dioxotetraamine and 1,8-naphthalimide derivative. The metal ion-selective signaling behaviors of the sensor were investigated. The sensor presented the selective coloration for Cu2+ and Hg2+ that can be detected by the naked-eye, respectively. Besides, the addition Of Cu2+ and Hg2+ quenched the fluorescence of 1 obviously and the detection limit was found to be 3 x 10(-7) M for Cu2+ and 7 x 10(-7) M for Hg2+. This sensor can be utilized for the visual and spectroscopic detection of Cu2+ or Hg2+ in the presence of the other competing metal ions. (C) 2007 Elsevier Ltd. All rights reserved.