1-[6-[6-[氨基(甲基)氨基]吡啶-2-基]吡啶-2-基]-1-甲基肼 | 67632-44-4

• 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
• 中文名称: 1-[6-[6-[氨基(甲基)氨基]吡啶-2-基]吡啶-2-基]-1-甲基肼
• 英文名称: 6,6'-di-(1-methylhydrazino)-2,2'-bipyridyl
• 英文别名: 6,6'-bis(N-methylhydrazine)-2,2'-bipyridine；6,6'-bis(N-methylhydrazino)-2,2'-bipyridine；6,6'-bis-(N-methyl-hydrazino)-[2,2']bipyridinyl；6,6'-Bis(1-methylhydrazinyl)-2,2'-bipyridine；1-[6-[6-[amino(methyl)amino]pyridin-2-yl]pyridin-2-yl]-1-methylhydrazine
• CAS: 67632-44-4
• 化学式: C₁₂H₁₆N₆
• 分子量: 244.299
• InChiKey: FXGIJESQWNMXOW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  84.3
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2-二吡啶基酮 、 1-[6-[6-[氨基(甲基)氨基]吡啶-2-基]吡啶-2-基]-1-甲基肼 在 溶剂黄146 作用下， 以 甲醇 为溶剂， 反应 6.0h， 以85%的产率得到6,6'-bis(2-(di(pyridin-2-yl)methylene)-1-methylhydrazinyl)-2,2'-bipyridine
  参考文献：
  名称：

  Synthesis and crystal structure of a novel multimodal ligand, 6,6'-bis(2-(di(pyridin-2-yl)methylene)-1-methylhydrazinyl)-2,2'-bipyridine, and its copper(I) complex, {[Cu_3L_2](PF_6)_3° 3H_2O} (1)

  摘要：

  新型多模配体6,6'-双(2-(二(吡啶-2-基)亚甲基)-1-甲基肼基)-2,2'-联吡啶，C_{34}H_{28}N_{10} (L)的单晶X射线结构在120 (2) K下测定。该配体具有一个对称中心，该中心产生一个平面双吡啶核，其中腙基取代基为反式几何结构。分子两端的双吡啶部分从平面中扭曲出来（52.90和56.32 Å）。晶体结构由相互堆叠的二维带状结构组成，以优化范德华相互作用和堆积效率。对新型多模配体与铜（I）的配位性质的研究表明，2条包裹在铜（I）周围的配体链具有四面体几何结构的偏好，从而形成双链三核螺旋复合物的超分子自组装，{[Cu_3L_2](PF_6)_3·3H_2O} (1)，如ESI-MS所示，并通过^1H-NMR、UV-Vis和FT-IR光谱进一步表征。

  DOI：

  10.3906/kim-1001-495
• 作为产物：
  描述：

  甲基肼 、 6,6’-二氯-2,2’-联吡啶 以87%的产率得到1-[6-[6-[氨基(甲基)氨基]吡啶-2-基]吡啶-2-基]-1-甲基肼
  参考文献：
  名称：

  Spectroscopic and structural studies of 6,6′-bis(N-methylhydrazine)-2,2′-bipyridine and its mononuclear copper(II) complex

  摘要：

  The tetradentate ligand, 6,6'-bis(N-methylhydrazine)-2,2'-bipyridine (L) and its mononuclear copper(II) complex [Cu(L)](ClO4)2] (1) have been synthesized and characterized. The crystal structures of L and 1 have been determined by single-crystal X-ray diffraction. Both crystallize in the centrosymmetric monoclinic space group with crystallographic inversion symmetry. The ligand adopts a planar transoid configuration in the solid state. In 1, the Cu(II) is six-coordinate octahedral, defined by N4O2 donors from ligand and two perchlorates. The molecular units are connected by intermolecular H-bonds between the hydrazino group of the one unit and coordinated perchlorate of the neighboring two units via N-H center dot center dot center dot O to furnish a 2-D network. Coordinated perchlorates also form an intramolecular H-bond with hydrazine influencing the crystal packing.

  DOI：

  10.1080/00958972.2010.512385

文献信息

• The transient template effect: chromium(<scp>III</scp>)-directed syntheses of metal-free macrocyclic ligands and crystal structure of 1,11-bis(2′-hydroxyethyl)-4,8;12,16;17,21-trinitrilo-1,2,10,11-tetra-azacyclohenicosa-2,4,6,9,12,14,18,20-octaene hydrochloride tetrahydrate
  作者：Lap-Yan Chung、Edwin C. Constable、Adrian R. Dale、Muhammed S. Khan、Michael C. Liptrot、Jack Lewis、Paul R. Raithby

  DOI：10.1039/dt9900001397

  日期：——

  use of a chromium(III) transient template. The transient template effect is shown to be due to pH effects resulting from the presence of chromium(III) complexes in aqueous solution, rather than a process in which the open-chain ligands become co-ordinated to the metal centre. The crystal and molecular structure of a free macrocyclic ligand is reported, as is the preparation of some chromium(III) complexes

  通过使用铬（III）瞬态模板，已经制备了一系列结合了2,2'-联吡啶或1,10-菲咯啉供体基团的无金属五齿大环配体。已显示出瞬时模板作用是由于水溶液中存在铬（III）配合物而引起的pH效应，而不是由于开链配体与金属中心配位的过程。游离大环配体的晶体和分子结构得到了报道，开环和大环配合物的某些铬（III）配合物的制备也是如此。
• Chemistry of polydentate ligands. Part 9. Preparation and properties of Group 2B cation complexes with multidentate ligands based on 2,2′-bipyridyl
  作者：Jack Lewis、Timothy D. O'Donoghue、Zahida P. Haque、Peter A. Tasker

  DOI：10.1039/dt9800001664

  日期：——

  Complexes of Group 2B metal ions with 6,6′-di-(1-methylhydrazino)-2,2′-bipyridyl and with the quinquedentate macrocycle prepared by condensation of this compound with 2,6-diacetylpyridine are reported. Infrared spectra are consistent with the linear ligand adopting either a cis-α or cis-β conformation in octahedral complexes. The cavity of the macrocycle is of sufficient size to incorporate a ZnII

  据报道，第2B族金属离子与6,6'-二-（1-甲基肼基）-2,2'-联吡啶和与该化合物与2,6-二乙酰基吡啶缩合而成的五齿大环的配合物。红外光谱与在八面体复合物中采用顺-α或顺-β构象的线性配体一致。大环的腔具有足够的大小，可以结合与两个轴向配体结合的Zn II离子，但是较大的Cd II离子产生六坐标的配合物，氯离子占据五角锥的轴向位置。给出了配合物的氢-1 nmr光谱参数：来自两个联吡啶氢的信号在从线性配体到环状配体的传递中向低场移动，而第三个共振则向高场移动。通过围绕2,2'键的二面角的变化和两个配体中π共轭程度的变化来讨论这种行为。
• Synthesis and crystal structure of a novel multimodal ligand, 6,6'-bis(2-(di(pyridin-2-yl)methylene)-1-methylhydrazinyl)-2,2'-bipyridine, and its copper(I) complex, {[Cu_3L_2](PF_6)_3° 3H_2O} (1)
  作者：ÇAĞLAR AĞAÇ、İSMAİL YILMAZ、ABDURRAHMAN ŞENGÜL、SIMON J. COLES

  DOI：10.3906/kim-1001-495

  日期：——

  The single crystal X-ray structure of the novel multimodal ligand 6,6'-bis(2-(di(pyridin-2-yl)methylene)-1-methylhydrazinyl)-2,2'-bipyridine, C_34}H_28}N_10} (L), was determined at 120 (2) K. The ligand possesses a centre of symmetry that generates a planar bipyridyl core with the hydrazone substituents in a trans-geometry. The di-2-pyridyl moieties at either terminus of the molecule twist out of the plane (52.90 and 56.32 Å). The crystal structure comprises 2-dimensional ribbons that stack about each other so as to optimise van der Waals interactions and packing efficiency. Studies of the coordination properties of the novel multimodal ligand with copper(I) show that 2 ligand strands wrapped around the copper(I) having a preference for tetrahedral geometry to furnish a supramolecular self-assembled of a double-stranded tri-nuclear helical complex, [Cu_3L_2](PF_6)_3\cdot 3H_2O} (1), as revealed by the ESI-MS, and further characterised by ^1H-NMR, UV-Vis, and FT-IR spectra.

  新型多模配体6,6'-双(2-(二(吡啶-2-基)亚甲基)-1-甲基肼基)-2,2'-联吡啶，C_34}H_28}N_10} (L)的单晶X射线结构在120 (2) K下测定。该配体具有一个对称中心，该中心产生一个平面双吡啶核，其中腙基取代基为反式几何结构。分子两端的双吡啶部分从平面中扭曲出来（52.90和56.32 Å）。晶体结构由相互堆叠的二维带状结构组成，以优化范德华相互作用和堆积效率。对新型多模配体与铜（I）的配位性质的研究表明，2条包裹在铜（I）周围的配体链具有四面体几何结构的偏好，从而形成双链三核螺旋复合物的超分子自组装，[Cu_3L_2](PF_6)_3·3H_2O} (1)，如ESI-MS所示，并通过^1H-NMR、UV-Vis和FT-IR光谱进一步表征。
• Spectroscopic and structural studies of 6,6′-<i>bis</i>(<i>N</i>-methylhydrazine)-2,2′-bipyridine and its mononuclear copper(II) complex
  作者：Abdurrahman Sengul、Ismail Yilmaz、Ertan Sahin、Nevzat Karadayi

  DOI：10.1080/00958972.2010.512385

  日期：2010.10.10

  The tetradentate ligand, 6,6'-bis(N-methylhydrazine)-2,2'-bipyridine (L) and its mononuclear copper(II) complex [Cu(L)](ClO4)2] (1) have been synthesized and characterized. The crystal structures of L and 1 have been determined by single-crystal X-ray diffraction. Both crystallize in the centrosymmetric monoclinic space group with crystallographic inversion symmetry. The ligand adopts a planar transoid configuration in the solid state. In 1, the Cu(II) is six-coordinate octahedral, defined by N4O2 donors from ligand and two perchlorates. The molecular units are connected by intermolecular H-bonds between the hydrazino group of the one unit and coordinated perchlorate of the neighboring two units via N-H center dot center dot center dot O to furnish a 2-D network. Coordinated perchlorates also form an intramolecular H-bond with hydrazine influencing the crystal packing.