tetrakis(isonicotinoxymethyl)methane | 367968-71-6

• 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
• 英文名称: tetrakis(isonicotinoxymethyl)methane
• 英文别名: [3-(Pyridine-4-carbonyloxy)-2,2-bis(pyridine-4-carbonyloxymethyl)propyl] pyridine-4-carboxylate
• CAS: 367968-71-6
• 化学式: C₂₉H₂₄N₄O₈
• 分子量: 556.532
• InChiKey: ZFDFMVVEAATMND-UHFFFAOYSA-N

物化性质

• 熔点：
  142 °C
• 沸点：
  746.7±60.0 °C(Predicted)
• 密度：
  1.347±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  41
• 可旋转键数：
  16
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  157
• 氢给体数：
  0
• 氢受体数：
  12

反应信息

• 作为反应物：
  描述：

  copper(II) nitrate trihydrate 、 tetrakis(isonicotinoxymethyl)methane 以 甲醇 、 水 为溶剂， 以15%的产率得到[Cu(tetrakis(isonicotinoxymethyl)methane)(water)2](water)10(NO3)2
  参考文献：
  名称：

  Ligand Entrapment in Twofold Interpenetrating PtS Matrixes by Metallo-Organic Frameworks

  摘要：

  Single-crystal X-ray crystallography was used to determine the structures of four metallo-organic frameworks (MOFs). A dendritic tetradentate ligand (tetrakis(isonicotinoxymethyl)methane, TINM) was used with first-row transition-metal elements copper, nickel, and cobalt to synthesize MOFs with a PtS interpenetration, due to both planar and tetrahedral junctions being present in the framework. Two different polymeric complexes, 1 and 2, were obtained from similar starting materials, TINM and Cu(NO3)(2).3H(2)O, but different solvents. The use of dichloromethane in addition to methanol and water promoted the coordination of nitrate ions to the copper. With only methanol and water used as solvent, the copper atom was coordinated to water molecules instead. Compound 1 has pores going through the structure in two dimensions, along crystallographic axes a and c with diameters of the pores (the diameters correspond to the minimum distances between van der Waals surfaces of opposing walls defined by projection along channel axis) approximately 1.0 x 3.1 and 2.5 x 3.7 Angstrom, respectively. Compound 2 has channels along all crystallographic axes. The dimensions of the channels are 3.2 x 3.7, 3.7 x 5.0, and 2.8 x 4.1 Angstrom, respectively. The structures of 3 and 4 entrap a large guest ligand molecule in the framework. The guest ligand is uncoordinated, although the pattern that the entrapped guests form brings the two arms of any two guests within close range. The lack of 3-fold penetration is due to only two arms being close to each other and also the fact that there is no space for an additional set of metal centers.

  DOI：

  10.1021/ic034246r
• 作为产物：
  描述：

  季戊四醇 、 氯化异氰盐酸盐 以 吡啶 为溶剂， 反应 5.0h， 以87%的产率得到tetrakis(isonicotinoxymethyl)methane
  参考文献：
  名称：

  Gradual increase in the dimensionality of cobalt and mercury coordination networks based on conformation of tetradentate tectons

  摘要：

  我们制备了以季戊四醇骨架为基础、分别以四个烟酰基或异烟酰基为配位位点的中性四单齿构造子 1 和 2，并研究了它们在 HgCl2 或 CoCl2（分别提供 "V "型或方型几何形状的金属酸盐构造子）存在时生成配位网络的能力。构造子 1 在同一平面上提供四个配位位点（正方形几何形状），在中性 HgCl2 的存在下观察到一个 1-D 配位网络，而在 CoCl2 金属酸性构造子的存在下，其四个可用配位位点占据了正方形的四角，从而得到一个 2-D 中性配位网络。对于同样具有四个配位位点但占据假四面体顶点的金属对位体 2，在氯化汞存在下得到的是二维网络，而在氯化钴存在下观察到的是三维网络。在后一种情况下，观察到的是一种两重同源互穿结构。

  DOI：

  10.1039/b301351k

文献信息

• Dimensionality Variation in Polymeric Metallo‐Organic Frameworks
  作者：Kalle I. Nättinen、Juha Linnanto、Kari Rissanen

  DOI：10.1002/ejic.200300280

  日期：2003.11

  metallo-organic complexes derived from pyridyl ligands and the metal ions, Cu2+, Zn2+ and Ag+. Two metallo-organic layer framework structures (1 and 3), a strand (2) and a dimer (4) structure were formed when the tetradentate ligands, tetrakis(nicotinoxymethyl)methane (TNM) and tetrakis(isonicotinoxymethyl)methane (TINM), were reacted with the first and second row transition metal cations, copper, silver,

  单晶 X 射线晶体学用于确定衍生自吡啶基配体和金属离子 Cu2+、Zn2+ 和 Ag+ 的四种金属有机配合物的结构。当四齿配体四（烟氧甲基）甲烷（TNM）和四（异烟氧甲基）甲烷（TINM）时，形成了两个金属有机层框架结构（1和3），链（2）和二聚体（4）结构，与第一和第二行过渡金属阳离子、铜、银和锌反应。发现阴离子和配体的选择会影响结构的结果。与我们之前使用相同配体和类似过渡金属阳离子的结果相反，没有获得真正的 3D 金属有机框架 (MOF)。发现影响 MOF 形成的几个因素：配位几何、配位吡啶基部分的间位或对位构型以及抗衡阴离子的大小和类型。在 1 中，使用 TNM（具有比 TINM 更短的“配位臂”），结合八面体配位几何形状（4 Py、SO42− 和 H2O）和相对较大的硫酸根阴离子，形成夹层状层结构与 MOF 层之间的阴离子。这些层的厚度为 2.1 nm。在复合物 3 中，类似的层结构由四和五配位（2
• Self-assembly of thiolato-bridged ester-functionalized Re(<scp>i</scp>)-based tetranuclear spiro-metallacyclophanes
  作者：Jisna Varghese、Udit Kumar、Shilpa Jose、Aamir Afzal Magray、S. Yeswanth Kumar、R. Padmanaban、Bala. Manimaran

  DOI：10.1039/d2nj04784e

  日期：——

  Rhenium tricarbonyl core-based thiolato-bridged spiro-metallacyclic tetranuclear compounds of general formula [(CO)3Re(μ-SR)2Re(CO)3}2(μ-η4-ptpc)] (1–3) (R = phenyl (1), p-tolyl (2), and benzyl (3)) were accomplished by the reaction of rudimentary Re2(CO)10, diaryl disulfides, and a flexible tetradentate ligand, pentaerythritol tetrakis pyridine carboxylate (ptpc), under solvothermal reaction conditions

  基于三羰基铼核的硫醇桥联螺金属环四核化合物，通式为 [(CO) 3 Re(μ-SR) 2 Re(CO) 3 } 2 (μ-η 4 -ptpc)] ( 1–3 ) (R = 苯基 ( 1 )、对甲苯基 ( 2 ) 和苄基 ( 3 )) 通过初级 Re 2 (CO) 10的反应完成，二芳基二硫化物和一种灵活的四齿配体，季戊四醇四吡啶羧酸盐（ptpc），在溶剂热反应条件下。二芳基二硫化物 (RS-SR) 在十羰基二铼的 Re-Re 键上氧化加成，同时与 ptpc 配体的吡啶基部分配位，一步形成四核螺金属环芳。使用 UV-Vis、IR 和 NMR 光谱技术、元素分析和 ESI-质谱法对化合物1-3进行了表征。3的单晶 X 射线晶体学研究确定了 metallacyclophane 的螺环结构。此外，3的弯曲螺环结构特征使用 DFT 计算在理论上合理化。使用 UV-Vis 吸收和发射分光光度法研究了
• US7741102B2
  申请人：——

  公开号：US7741102B2

  公开（公告）日：2010-06-22
• Gradual increase in the dimensionality of cobalt and mercury coordination networks based on conformation of tetradentate tectons
  作者：Philippe Grosshans、Abdelaziz Jouaiti、Mir Wais Hosseini、Nathalie Kyritsakas

  DOI：10.1039/b301351k

  日期：2003.4.29

  Neutral tetrakis-monodentate tectons 1 and 2, based on the pentaerythritol skeleton and bearing four nicotinoyl or isonicotinoyl groups respectively as coordination sites, have been prepared and their ability to generate coordination networks was studied in the presence of HgCl2 or CoCl2 behaving as metallatectons offering either a “V” or a square type geometry respectively. Whereas in the case of the tecton 1 offering four coordination sites in the same plane (square type geometry) a 1-D coordination network was observed in the presence of neutral HgCl2, in the presence of CoCl2 metallatecton presenting four available coordination sites occupying the corners of a square, a 2-D neutral coordination network was obtained. For tecton 2, possessing also four coordinating sites but occupying the apices of a pseudo tetrahedron, a 2-D network was obtained with HgCl2, whereas in the presence of CoCl2 a 3-D network was observed. In the latter case, a two-fold homo interpenetrating architecture was observed.

  我们制备了以季戊四醇骨架为基础、分别以四个烟酰基或异烟酰基为配位位点的中性四单齿构造子 1 和 2，并研究了它们在 HgCl2 或 CoCl2（分别提供 "V "型或方型几何形状的金属酸盐构造子）存在时生成配位网络的能力。构造子 1 在同一平面上提供四个配位位点（正方形几何形状），在中性 HgCl2 的存在下观察到一个 1-D 配位网络，而在 CoCl2 金属酸性构造子的存在下，其四个可用配位位点占据了正方形的四角，从而得到一个 2-D 中性配位网络。对于同样具有四个配位位点但占据假四面体顶点的金属对位体 2，在氯化汞存在下得到的是二维网络，而在氯化钴存在下观察到的是三维网络。在后一种情况下，观察到的是一种两重同源互穿结构。
• Ligand Entrapment in Twofold Interpenetrating PtS Matrixes by Metallo-Organic Frameworks
  作者：Kalle I. Nättinen、Kari Rissanen

  DOI：10.1021/ic034246r

  日期：2003.8.1

  Single-crystal X-ray crystallography was used to determine the structures of four metallo-organic frameworks (MOFs). A dendritic tetradentate ligand (tetrakis(isonicotinoxymethyl)methane, TINM) was used with first-row transition-metal elements copper, nickel, and cobalt to synthesize MOFs with a PtS interpenetration, due to both planar and tetrahedral junctions being present in the framework. Two different polymeric complexes, 1 and 2, were obtained from similar starting materials, TINM and Cu(NO3)(2).3H(2)O, but different solvents. The use of dichloromethane in addition to methanol and water promoted the coordination of nitrate ions to the copper. With only methanol and water used as solvent, the copper atom was coordinated to water molecules instead. Compound 1 has pores going through the structure in two dimensions, along crystallographic axes a and c with diameters of the pores (the diameters correspond to the minimum distances between van der Waals surfaces of opposing walls defined by projection along channel axis) approximately 1.0 x 3.1 and 2.5 x 3.7 Angstrom, respectively. Compound 2 has channels along all crystallographic axes. The dimensions of the channels are 3.2 x 3.7, 3.7 x 5.0, and 2.8 x 4.1 Angstrom, respectively. The structures of 3 and 4 entrap a large guest ligand molecule in the framework. The guest ligand is uncoordinated, although the pattern that the entrapped guests form brings the two arms of any two guests within close range. The lack of 3-fold penetration is due to only two arms being close to each other and also the fact that there is no space for an additional set of metal centers.