1,4-di(6-methyl-2'-pyridyl)-2,3-diaza-1,3-butadiene

• 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: 1,4-di(6-methyl-2'-pyridyl)-2,3-diaza-1,3-butadiene
• 英文别名: 6-methyl-2-pyridinecarbaldehyde azine；6-methyl-2-pyridinealdazine；(E)-1-(6-methylpyridin-2-yl)-N-[(E)-(6-methylpyridin-2-yl)methylideneamino]methanimine
• 化学式: C₁₄H₁₄N₄
• 分子量: 238.292
• InChiKey: VSJRZCZUEFIXFC-RMASCIKSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  50.5
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  diiron nonacarbonyl 、 1,4-di(6-methyl-2'-pyridyl)-2,3-diaza-1,3-butadiene 以 四氢呋喃 为溶剂， 以94%的产率得到μ-π-η(1):η(1)-(C,N);η(1)(Npy);η(1)(N'py)-Fe2(CO)6(CH3C5H3NCHNNCHC5H3NCH3)
  参考文献：
  名称：

  Reactions of diiron nonacarbonyl with pyrrolyl-, pyridyl- and thienyl-substituted azines: NN bond cleavage, cyclometallation and CN σ and π-bonding

  摘要：

  The reactions of 1,4-di-(N-methyl-2'-pyrrolyt)-2,3-diaza-1,3-butadiene (1), 1,4-di-(6-methyl-2-pyridyl)-2,3-diaza-1,3-butadiene (2) and 3,6-di-(2'-thienyt)-1,2,4,5-tetrazine (3) with Fe-2(CO)(9) in toluene, THF and benzene, respectively, yielded various types of hexacarbonyldiiron complexes with five different coordination modes: (1) a complex with two 2-pyrrolylmethylideneamido bridging ligands, 1a, which resulted from N-N bond cleavage of ligand 1, (2) a cyclometallated (mu-2,3-eta(1):eta(2)-pyrrolyl; eta(1):eta(1)(N)) complex 1b and a cyclometallated (mu-2,3-eta(1):eta(2)-thienyl; eta(1):eta(1)(N)) complex 3b, (3) a diaza-bridged complex 3a, (4) an imine-bridged (mu-sigma;pi-eta(1):eta(2)-(C,N); eta(1)(N-py)) complex 2a and (5) an imine-bridged (mu-pi-eta(1):eta(1)-(C, N); eta(1) (N-py); eta(1)(N'(py))) complex 2b. The molecular structures of the ligands 1 and 3 as well as of the complexes 1a, 2a and 3a have been determined by single-crystal X-ray crystallography. (C) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.poly.2006.04.031

文献信息

• Iridium nitrosyl and carbonyl complexes with 2-pyridinecarbaldehyde azines
  作者：Mauro Ghedini、Marcello Longeri、Francesco Neve

  DOI：10.1039/dt9860002669

  日期：——

  The reactions of the cationic iridium complexes [Ir(NO)(MeCN)3(PPh3)2][PF6]2 and [Ir(CO)(MeCN)(PPh3)2][PF6] with the binucleating ligands 2-pyridinecarbaldehyde azine (paa), 6-methyl-2-pyridinecarbaldehyde azine (mpaa), and 3,6-bis(2′-pyridyl)pyridazine (dppn) are reported. The newly synthesized compounds were characterized by elemental analysis, conductivity measurements, i.r. and n.m.r. spectroscopy

  阳离子铱络合物[Ir（NO）（MeCN）3（PPh 3）2 ] [PF 6 ] 2和[Ir（CO）（MeCN）（PPh 3）2 ] [PF 6 ]与双核配体的反应据报道，有2-吡啶甲醛嗪（paa），6-甲基-2-吡啶甲醛嗪（mpaa）和3,6-双（2'-吡啶基）哒嗪（dppn）。通过元素分析，电导率测量，红外光谱和核磁共振光谱对新合成的化合物进行了表征。讨论了单核和双核物种的形成以及无法获得混合双核复合物的问题。
• Triple helicates and planar dimers arising from silver(i) coordination to directly linked bis-pyridylimine ligands
  作者：Jacqueline Hamblin、Alexander Jackson、Nathaniel W. Alcock、Michael J. Hannon

  DOI：10.1039/b110137b

  日期：——

  Silver(I) coordination is investigated for three ligands of the pyridine-azine class, in which two pyridylimine binding units are linked directly through the imine nitrogen atoms. 1H NMR, X-ray analysis and ESI mass spectrometry indicate the presence of a range of metallo-supramolecular architectures in solution for all three ligands. X-Ray analysis confirms the solid state structures for a dinuclear triple helicate containing five-coordinate silver centres and a dinuclear dimer in which the silver ions are three-coordinate with long range stabilising interactions to trifluoromethanesulfonate counter-ions. A tetranuclear grid-like array is also implied as a component of the solution library. The five-coordinate silver(I) ions in the triple helicate result in a hetero-ligand system with two ligands oriented in a head-to-tail fashion. This is distinct from the triple helicates formed with octahedral metals such as an iron(II) triple helicate also crystallographically characterised herein.

  研究了三种吡啶-嗪类配体的银（I）配位，其中两个吡啶亚胺结合单元通过亚胺氮原子直接连接。1H NMR、X 射线分析和 ESI 质谱分析表明，所有这三种配体在溶液中都存在一系列金属超分子结构。X 射线分析证实了含有五配位银中心的双核三重螺旋体和双核二聚体的固态结构，其中银离子为三配位，与三氟甲磺酸反离子具有长程稳定相互作用。溶液库中还隐含有一个四核网格状阵列。三重螺旋中的五配位银（I）离子形成了一个杂配体系统，其中两个配体以头对尾的方式定向。这有别于八面体金属形成的三重螺旋体，例如同样在本文中进行了晶体表征的三重螺旋体铁（II）。
• Mononuclear and polynuclear copper complexes of some substituted hydrazones
  作者：T.C. Woon、Laurence K. Thompson、Phillip Robichaud

  DOI：10.1016/s0020-1693(00)80747-1

  日期：1984.12

  towards copper(II) salts has been examined. Both mononuclear and polynuclear derivatives are obtained with some ligands and in some cases redox reactions are observed in which, when water is a significant solvent component, nitrogen gas evolution indicates the formation of copper(I) derivatives. The reduction is assumed to occur by initial hydrolysis of the hydrazone ligand, forming hydrazine as one product

  摘要研究了一系列涉及吡啶基和咪唑基取代基的潜在四齿配体对铜（II）盐的反应性。单核和多核衍生物都可以通过某些配体获得，并且在某些情况下可以观察到氧化还原反应，其中当水是重要的溶剂成分时，氮气逸出表明形成了铜（I）衍生物。假定还原是通过initial配体的初始水解，形成肼作为一种产物而发生的，其将铜（II）还原为铜（I）。然而，铜（I）离子优先结合未氧化的配体，因此限制了还原发生的程度。在某些情况下，在带负电配体的情况下，铜（II）配合物是稳定的，在一种情况下，产生了混合价多核物质。[Cu（IMAA）Br2]·H2O（IMAA =（1-甲基-2-咪唑基）aldazine）的X射线结构的初步详细信息表明，涉及不对称三齿配体的单核五坐标系统具有以下结构特征：在大多数其他单核物种中很明显。
• Lahoz, Fernando J.; Tiripicchio, Antonio; Neve, Francesco, Journal of the Chemical Society, Dalton Transactions, <hi>1989</hi>, p. 1075 - 1082
  作者：Lahoz, Fernando J.、Tiripicchio, Antonio、Neve, Francesco、Ghedini, Mauro

  DOI：——

  日期：——