1,4,8,11-Tetraazacyclotetradeca-4,6,11,13-tetraene,5,7,12,14-tetramethyl- | 30737-04-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮卓类
• 英文名称: 1,4,8,11-Tetraazacyclotetradeca-4,6,11,13-tetraene,5,7,12,14-tetramethyl-
• 英文别名: 5,7,12,14-tetramethyl-1,4,8,11-tetraazacyclotetradeca-4,5,11,13-tetraene；5,7,12,14-tetramethyl-1,4,8,11-tetraazacyclotetradeca-4,6,11,13-tetraene；5,7,12,14-tetramethyl-1,4,8,11-tetraazacyclotetradeca-5,7,12,14-tetraene；5,7,12,14-tetramethyl-1,4,8,11-tetraaza-cyclotetradeca-4,6,11,13-tetraene
• CAS: 30737-04-3；69894-46-8
• 化学式: C₁₄H₂₄N₄
• 分子量: 248.371
• InChiKey: PVDLWZZCIHGHSJ-QTOIVACWSA-N

物化性质

• 沸点：
  380.6±42.0 °C(Predicted)
• 密度：
  1.01±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.91
• 重原子数：
  18.0
• 可旋转键数：
  0.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  48.78
• 氢给体数：
  2.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  1,4,8,11-Tetraazacyclotetradeca-4,6,11,13-tetraene,5,7,12,14-tetramethyl- 在 N-氯代丁二酰亚胺 作用下， 以 氯仿 为溶剂， 反应 1.0h， 以42%的产率得到6,6,13,13-tetrachloro-5,7,12,14-tetramethyl-1,4,8,11-tetraazacyclotetradeca-4,7,11,14-tetraene
  参考文献：
  名称：

  β-取代的四甲基四氮杂环十四碳四烯及其金属(II)配合物的合成

  摘要：

  N,N'-双(1-甲基-3-硫代-1-丁烯基)乙二胺 (3) 通过 N,N'-双(1-甲基-3-氧代-1-丁烯基)乙二胺与五硫化二磷的吡啶溶液。3与乙二胺反应得到5,7,12,14-四甲基-1,4,8,11-四氮杂环十四-4,6,11,13-四烯(4)，产率为46%。探讨了 4 及其金属（II）配合物（M=Cu、Ni、Pd）的 β 位对各种亲电试剂的反应性，并研究了一些 β,β'-双取代的四氮杂大环化合物（取代基 = Cl、SC6H4NO2（o )、N2Ph) 及其金属配合物。前者还与金属 (II) 乙酸盐反应，得到相同的金属配合物。

  DOI：

  10.1246/bcsj.54.2348
• 作为产物：
  描述：

  (2Z)-4-[(2-{[(1Z)-1-methyl-3-oxobut-1-enyl]amino}ethyl)-amino]pent-3-en-2-one 在 diphosphorus pentasulfide 作用下， 以 吡啶 、 苯 为溶剂， 反应 29.0h， 生成 1,4,8,11-Tetraazacyclotetradeca-4,6,11,13-tetraene,5,7,12,14-tetramethyl-
  参考文献：
  名称：

  β-取代的四甲基四氮杂环十四碳四烯及其金属(II)配合物的合成

  摘要：

  N,N'-双(1-甲基-3-硫代-1-丁烯基)乙二胺 (3) 通过 N,N'-双(1-甲基-3-氧代-1-丁烯基)乙二胺与五硫化二磷的吡啶溶液。3与乙二胺反应得到5,7,12,14-四甲基-1,4,8,11-四氮杂环十四-4,6,11,13-四烯(4)，产率为46%。探讨了 4 及其金属（II）配合物（M=Cu、Ni、Pd）的 β 位对各种亲电试剂的反应性，并研究了一些 β,β'-双取代的四氮杂大环化合物（取代基 = Cl、SC6H4NO2（o )、N2Ph) 及其金属配合物。前者还与金属 (II) 乙酸盐反应，得到相同的金属配合物。

  DOI：

  10.1246/bcsj.54.2348

文献信息

• PREPARATION OF 18- AND 22-MEMBERED TETRAAZA MACROCYCLES AND THEIR COPPER(II) COMPLEXES
  作者：Manabu Fujiwara、Hisanobu Wakita、Isao Masuda、Takayuki Matsushita、Toshiyuki Shono

  DOI：10.1246/cl.1986.907

  日期：1986.6.5

  18- and 22-membered tetraaza macrocycles were prepared from acetylacetone and 1,4-diaminobutane or 1,6-diaminohexane, respectively. Their copper(II) complexes were characterized by electronic spectroscopy and the copper(II) complex of the 18-membered macrocycle was found to be pseudo-tetrahedral.

  分别从乙酰丙酮和 1,4- 二氨基丁烷或 1,6- 二氨基己烷制备了 18 元和 22 元的四氮杂大环。它们的铜(II)配合物通过电子光谱进行了表征，并发现 18 元大环的铜(II)配合物为假四面体。
• RESIN COMPOSITION AND PROCESS FOR PRODUCING THE SAME
  申请人：Japan as represented by Secretary of Agency of Industrial Science and Technology

  公开号：EP1114836A1

  公开（公告）日：2001-07-11

  A curable resin composition, which comprises a resin formed, in the presence of a transition metal complex, by polymerizing an oxidative-polymerizable compound that contains a phenol-compound-containing vegetable oil. A method for producing a curable resin composition comprising a resin formed, in the presence of a catalyst, by polymerizing an oxidative-polymerizable compound that contains a phenol-compound-containing vegetable oil, wherein the catalyst is a transition metal complex. The curable resin composition is useful as a raw material for a urushi-like coating, a friction material, a brake lining material, a brake pad material, a material for forming a coating film, a compound for a recording material, a raw material for an ink, a raw material for a coating, a raw material for a adhesive, a raw material for an epoxy resin, a raw material for a photoresist or antioxidant, and a starting material for a functional polymer.

  一种可固化树脂组合物，它包括在过渡金属络合物存在下，通过聚合含有含酚化合物的植物油的可氧化聚合化合物而形成的树脂。一种生产可固化树脂组合物的方法，该树脂组合物包括在催化剂存在下，通过聚合含有含酚化合物植物油的可氧化聚合化合物而形成的树脂，其中催化剂为过渡金属络合物。这种可固化树脂组合物可用作乌拉石般的涂层的原料、摩擦材料、制动衬片材料、制动片材料、形成涂膜的材料、记录材料的化合物、油墨的原料、涂层的原料、粘合剂的原料、环氧树脂的原料、光刻胶或抗氧化剂的原料以及功能聚合物的起始原料。
• Sakata, Kazunori; Taziri, Hitoshi; Yamaura, Fumio, Synthesis and Reactivity in Inorganic and Metal-Organic Chemistry, 1990, vol. 20, p. 757 - 772
  作者：Sakata, Kazunori、Taziri, Hitoshi、Yamaura, Fumio、Hashimoto, Mamoru

  DOI：——

  日期：——
• Tetraaza Macrocycles as Ancillary Ligands in Early Metal Alkyl Chemistry. Synthesis and Characterization of Out-of-Plane (Me4taen)ZrX2 (X = alkyl, benzyl, NMe2, Cl) and (Me4taen)ZrX2(NHMe2) (X = Cl, CCPh) Complexes
  作者：David G. Black、Dale C. Swenson、Richard F. Jordan、Robin D. Rogers

  DOI：10.1021/om00007a062

  日期：1995.7

  The synthesis, properties, and structures of a series of out-of-plane (Ne-macrocycle)ZrX(2) complexes incorporating the tetraaza macrocycle Me(4)taen(2-) are described ((Me(4)taen)H-2 = 5,7,12,14-tetramethyl-1,4,8,11-tetraazacyclotetradeca-4,6,11,13-tetraene). Alkane elimination reactions of (Me(4)taen)H-2 (1) with ZrR(4) yield (Me(4)taen)ZrR(2) (2, R = CH(2)Ph; 3, R = CH(2)SiMe(3)). The amine elimination reaction of 1 with Zr(NMe(2))(4) yields (Me(4)taen)Zr(NMe(2))(2) (4). Protonolysis of 4 with [HNHMe(2)]Cl yields the seven-coordinate amine adduct (Me(4)taen)ZrC1(2)(NHMe(2)) (5), which loses amine under vacuum (120 degrees C, 10 h) to afford base-free (Me(4)taen)ZrCl2 (6). The reaction of 4 with phenylacetylene yields the seven-coordinate bisacetylide complex (Me(4)taen)Zr(CCPh)(2)(NHMe(2)) (7). The reaction of 6 with RLi reagents in toluene yields (Me(4)taen)ZrR(2) (8, R = CH(2)CMe(3); 9, R = CH3). Halide displacement does not provide facile access to 6. Deprotonation of 1 yields [Li(THF)](2)[Me(4)taen] (10), which readily loses THF to yield Li-2[Me(4)taen] (11); however, the reaction of 11 with ZrCl4(THF)(2) yields mixtures of 6 and (Me(4)taen)(2)Zr (12). Bismacrocycle complex 12 is formed in good yield via reaction of Zr(NMe(2))(4) with 2 equiv of 1. Dialkyls 2 and 9 rearrange thermally by migration of an alkyl group from Zr to a macrocycle imine carbon. The solid state structures of 1, 2, 4-6, and 10 have been determined. Compounds 1 and 10 exhibit rather planar Me(4)taen conformations. Dichloride 6 adopts a trigonal prismatic structure in which the chlorides occupy adjacent edge sites, and the Me(4)taen(2-) conformation is similar to that in 1 and 10. Dibenzyl complex 2 adopts a similar but. more twisted trigonal prismatic structure. Bisamide complex 4 adopts a distorted octahedral structure in which the Me(4)taen(2-) ligand is significantly folded. These structural differences are rationalized in terms of the conformational preference of the Me(4)taen(2-) ligand, as deduced from the structures of 1 and 10, and the pi-donating ability of the X group. Seven-coordinate complex 5 adopts a side-capped trigonal prismatic structure with a tripodal arrangement of chloride and amine ligands. The structures and properties of these new compounds are compared to those of Cp(2)MX(2) and other early metal analogues.
• Preparation and characterization of a novel macrocyclic ligand—dinitro-tetraazacyclotetradeca-tetraene—and application as a highly selective extractant for copper(II)
  作者：Manabu Fujiwara、Takayuki Matsushita、Toshiyuki Shono

  DOI：10.1016/s0277-5387(00)84701-4

  日期：1984.1