8-amino-4-methyl-5-azaocta-3-en-2-one | 118202-81-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 8-amino-4-methyl-5-azaocta-3-en-2-one
• 英文别名: 8-amino-5-aza-4-methyl-3-octene-2-one；8-amino-4-methyl-5-azaoct-3-en-2-one；4-[(3-Aminopropyl)amino]pent-3-en-2-one；4-(3-aminopropylamino)pent-3-en-2-one
• CAS: 118202-81-6
• 化学式: C₈H₁₆N₂O
• 分子量: 156.228
• InChiKey: COYJWLONIGYRIL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  11
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  55.1
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  8-amino-4-methyl-5-azaocta-3-en-2-one 、 copper dichloride 以 甲醇 为溶剂， 以70%的产率得到bis(μ-chloro)bis(8-amino-5-aza-4-methyl-3-octene-2-onato) dicopper(II)
  参考文献：
  名称：

  新型氯桥联二聚铜配合物双（μ-氯）双（8-氨基-5-氮杂-4-甲基-3-辛烯-2-辛基）双铜（II）的合成，结构和磁性

  摘要：

  摘要报道了标题化合物的合成，结构和重要性能。配制成Cu2L2Cl2（L =单去质子化的8-氨基-5-氮杂-4-甲基-3-辛烯-2-酮配体）的配合物，具有由两个通过桥接氯原子连接的CuLCl亚基组成的二聚结构。在扭曲的方锥金字塔配位环境中，每个铜原子是五个配位的。Cu2Cl2结构核的特征是锐角的Cu-Cl-Cu'角为82.9°，短的Cu-Cu'间距为3.418 A.晶体学数据：单斜空间群P21 / c（No. 14），a = 6.150（ 1），b = 11.224（2），c = 15.057（3）A；β= 99.08（1）°; R = 0.0222，Rw = 0.0291。磁化率和磁化强度测量表明二聚体中铜（II）中心的铁磁耦合，

  DOI：

  10.1016/s0020-1693(00)84012-8
• 作为产物：
  描述：

  1,3-丙二胺 、 乙酰丙酮 在 copper(II) nitrate trihydrate 作用下， 反应 0.25h， 以95%的产率得到8-amino-4-methyl-5-azaocta-3-en-2-one
  参考文献：
  名称：

  Simple and efficient synthesis of 3-aminopropenones and 3-aminopropenoates catalyzed by copper(II) nitrate trihydrate under solvent-free conditions

  摘要：

  A simple, efficient and environmentally begin method has been developed for the synthesis of 3-aminopropenones and 3-aminopropenoates through the reaction of 1,3-dicarbonyl compounds with amines in the presence of Cu(NO(3))(2) center dot 3H(2)O under solvent-free conditions.

  DOI：

  10.1007/s00706-007-0832-x

文献信息

• Different supramolecular hydrogen bond structures and significant changes in magnetic properties in dinuclear μ₂-1,1-N₃copper(<scp>ii</scp>) complexes with very similar tridentate Schiff base blocking ligands
  作者：Mau Sinha Ray、Ashutosh Ghosh、R. Bhattacharya、G. Mukhopadhyay、M. G. B. Drew、Joan Ribas

  DOI：10.1039/b311499f

  日期：——

  Three new basal–apical, μ2-1,1-azide bridged complexes, [CuL1(N3)]2 (1), [CuL2(N3)]2 (2) and [CuL3(N3)]2 (3) with very similar tridentate Schiff base blocking ligands [L1 = N-(3-aminopropyl)salicylaldimine, L2 = 7-amino-4-methyl-5-azahept-3-en-2-one and L3 = 8-amino-4-methyl-5-azaoct-3-en-2-one) have been synthesised and their molecular structures determined by X-ray crystallography. In complex 1, there is no inter-dimer H-bonding. However, complexes 2 and 3 form two different supramolecular structures in which the dinuclear entities are linked by strong H-bonds giving one-dimensional systems. Variable-temperature (300–2 K) magnetic susceptibility measurements and magnetization measurements at 2 K reveal that complexes 1 and 2 have antiferromagnetic coupling while 3 has ferromagnetic coupling which is also confirmed by EPR spectra at 4–300 K. Magnetostructural correlations have been made taking into consideration both the azido bridging ligands and the existence of intermolecular hydrogen bonds in complexes 2 and 3.

  三个新的基底-顶端 μ2-1,1-叠氮桥配合物，[CuL1(N3)]2 (1)、[CuL2(N3)]2 (2) 和 [CuL3(N3)]2 (3) 具有非常相似的三齿希夫碱阻断配体 [L1 = N-(3-氨基丙基)水杨醛亚胺，L2 = 7-氨基-4-甲基-5-azahept-3-en-2-酮和 L3 = 8-氨基-4-甲基-5-氮杂辛基-3-en-2-酮）已合成，并通过 X 射线晶体学测定其分子结构。在复合物 1 中，二聚体间不存在氢键。然而，配合物 2 和 3 形成两种不同的超分子结构，其中双核实体通过强氢键连接，形成一维系统。变温 (300–2 K) 磁化率测量和 2 K 磁化强度测量表明配合物 1 和 2 具有反铁磁耦合，而 3 具有铁磁耦合，这也被 4–300 K 的 EPR 谱证实。磁结构相关性考虑到配合物 2 和 3 中叠氮桥配体和分子间氢键的存在。
• A convenient synthetic route to the monocondensation products of pentane-2,4-dione and aliphatic α,ω-diamines. Synthesis, x-ray structure and magnetic properties of a trinuclear copper(II) complex with 8-amino-5-aza-4-methyl-3-octene-2-one
  作者：Marek Kwiatkowski、Edmund Kwiatkowski、Aleksandra Olechnowicz、Douglas M. Ho、Edward Deutsch

  DOI：10.1016/s0020-1693(00)87626-4

  日期：1988.10

  A convenient synthesis of four, new, tridentate-N2O ligands which are monocondensation products of pentane-2,4-dione and aliphatic α,ω-diamines is described, and the basic properties of these ligands are reported. The reaction of one of them, 8-amino-5-aza-4-methyl-3-octene-2-one, HL1, with copper(II) perchlorate affords the trinuclear μ3-hydroxo bridged complex [(CuL1)3(OH)](ClO4)2. The single-crystal

  描述了方便地合成四个新的三齿N 2 O配体，它们是戊烷-2,4-二酮与脂肪族α，ω-二胺的单缩合产物，并报道了这些配体的基本性质。其中之一的反应中，8-氨基-5-氮杂-4-甲基-3-辛烯-2-酮，HL 1，与铜（II），高氯酸，得到三核μ 3 -hydroxo桥配合物[（CUL 1）3（OH）]（ClO 4）2。描述了该配合物的单晶X射线结构，光谱学和磁性。三核阳离子由三个CuL 1组成由三个桥连的羟基和由三个配体分子的羰基氧原子形成的三个桥键合的亚基。两个三核阳离子通过氢键结合到高氯酸根阴离子上而保持在晶胞内。晶体学数据：三斜晶空间群P（2号），a＝ 11.720（1），b＝ 12.283（2），c＝ 14.252（2）α= 71.78（1）°，β= 81.07（1）°，γ= 65.69（1）°，最终R和R w因子分别为0.0418和0.0536。磁化率数据表明三核芯内的反铁磁交换较弱，J
• Influence of counter anions on the structures and magnetic properties of trinuclear Cu(II) complexes containing a μ3-OH core and Schiff base ligands
  作者：Pampa Mukherjee、Michael G.B. Drew、Marta Estrader、Carmen Diaz、Ashutosh Ghosh

  DOI：10.1016/j.ica.2007.06.037

  日期：2008.1

  Four trinuclear Cu(II) complexes, [(CuL1)(3)(mu(3)-OH)](NO3)(2) (1), [(CuL2)(3)(mu(3)-OH)](I)(2)center dot H2O (2), [(CuL3)(3)(mu(3)-OH)](I)(2) (3) and [(CuL1)(3)(mu(3)-OH)][(CuI3)-I-1] (4), where HL1 (8-amino-4-methyl-5-azaoct-3-en-2-one), HL2 [7-amino-4-methyl-5-azaoct-3-en-2-one] and HL3 [7-amino-4-methyl-5-azahept-3-en-2- one] are the three tridentate Schiff bases, have been synthesized and structurally characterized by X-ray crystallography. All four complexes contain a partial cubane core, [(CuL)(3)(mu(3)-OH)](2+) in which the three [CuL] subunits are interconnected through two types of oxygen bridges afforded by the oxygen atoms of the ligands and the central OH- group. The copper(II) ions are in a distorted square-pyramidal environment. The equatorial plane consists of the bridging oxygen of the central OH- group together with three atoms (N, N, O) from the Schiff base. The oxygen atom of the Schiff base also coordinates to the axial position of Cu(II) of another subunit to form the cyclic trimer. Magnetic susceptibilities have been determined for these complexes over the temperature range of 2-300 K. The isotropic Hamiltonian, H = -J(12)S(1)S(2) - J(13)S(1)S(3) - J(23)S(2)S(3) has been used to interpret the magnetic data. The best fit parameters obtained are: J = - 54.98 cm(-1) g = 2.24 for 1; J = - 56.66 cm(-1), g = 2.19 for 2; J = -44.39 cm(-1), g = 2.16 for 3; J = - 89.92 cm(-1), g = 2.25 for 4. The EPR data at low temperature indicate that the phenomenon of spin frustration occurs for complexes 1-3. (c) 2007 Elsevier B.V. All rights reserved.
• Cadmium complexes with the tridentate amino-ketoenamines derived from pentane-2,4-dione and aliphatic diamines
  作者：Marek Kwiatkowski、Edmund Kwiatkowski、Aleksandra Olechnowicz、Bożzena Koşciuszko

  DOI：10.1016/s0277-5387(00)86913-2

  日期：1991.1

  Two new cadmium complexes with the tridentate amino-ketoenamine ligands. obtained by 1:1 condensation of pentane-2,4-dione with 1,2-diaminoethane and 1,3-diaminopropane, respectively, exhibit an unusual coordination type, wherein the cadmium ion is coordinated by two non-deprotonated, neutral ligand molecules, in spite of the acidic properties of the enamine hydrogen atom.