1,1'-(benzylimino)dipropan-2-one dioxime | 1319736-30-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1,1'-(benzylimino)dipropan-2-one dioxime
• 英文别名: (NE)-N-[1-[benzyl-[(2E)-2-hydroxyiminopropyl]amino]propan-2-ylidene]hydroxylamine
• CAS: 1319736-30-5
• 化学式: C₁₃H₁₉N₃O₂
• 分子量: 249.313
• InChiKey: MYGDOVAEUCDIIC-LCPPQYOVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  18
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  68.4
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  1,1'-(benzylimino)dipropan-2-one dioxime 在 5%-palladium/activated carbon 、 氢气 作用下， 以 甲醇 为溶剂， 50.0~55.0 ℃ 、500.01 kPa 条件下， 反应 1.5h， 以74%的产率得到1,1'-iminodipropan-2-one dioxime
  参考文献：
  名称：

  Synthesis, structure and dioxygen reactivity of Ni(II) complexes with mono-, bis-, tetra- and hexa-oxime ligands

  摘要：

  Four nickel complexes with beta-(oximinoalkyl)amine ligands Ox(n)H(n) containing one (Ox(1)H(1)), two (Ox(2)H(2)), four (Ox(4)H(4)) and six (Ox(6)H(6)) oxime groups were synthesized and characterized by elemental analysis, FTIR, HRMS and single crystal X-ray diffraction. beta-Oximinoalkylamines Ox(n)H(n) act as polydentate ligands forming five-membered chelate rings, in which nickel is coordinated with both amine and oxime nitrogen atoms. In all structurally characterized complexes, OH-groups of oximes arms are involved in hydrogen bonding with counterions (Cl-), which are located in the inner or outer coordination sphere of the nickel atom. Two new structural types of pseudo-octahedral Ni(II) beta-oximinoalkylamine complexes containing two ligands per one nickel ion (Ni(Ox(1)H(1))(2)Cl-2 and Ni(Ox(2)H(2))(2)Cl-2) were identified. Dioxygen reactivity of the obtained complexes in aerobic oxidation of triphenylphosphine was studied. Bis-oxime complex Ni(Ox(2)H(2))(2)Cl-2 was found to be the most active promoter of triphenylphosphine oxidation among the synthesized nickel complexes. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.poly.2014.01.003
• 作为产物：
  描述：

  N,N-bis(trimethylsilyloxy)-1-propen-2-amine 、 苄胺 在 甲醇 作用下， 以 二氯甲烷 为溶剂， 反应 24.5h， 以76%的产率得到1,1'-(benzylimino)dipropan-2-one dioxime
  参考文献：
  名称：

  Synthesis, structure and dioxygen reactivity of Ni(II) complexes with mono-, bis-, tetra- and hexa-oxime ligands

  摘要：

  Four nickel complexes with beta-(oximinoalkyl)amine ligands Ox(n)H(n) containing one (Ox(1)H(1)), two (Ox(2)H(2)), four (Ox(4)H(4)) and six (Ox(6)H(6)) oxime groups were synthesized and characterized by elemental analysis, FTIR, HRMS and single crystal X-ray diffraction. beta-Oximinoalkylamines Ox(n)H(n) act as polydentate ligands forming five-membered chelate rings, in which nickel is coordinated with both amine and oxime nitrogen atoms. In all structurally characterized complexes, OH-groups of oximes arms are involved in hydrogen bonding with counterions (Cl-), which are located in the inner or outer coordination sphere of the nickel atom. Two new structural types of pseudo-octahedral Ni(II) beta-oximinoalkylamine complexes containing two ligands per one nickel ion (Ni(Ox(1)H(1))(2)Cl-2 and Ni(Ox(2)H(2))(2)Cl-2) were identified. Dioxygen reactivity of the obtained complexes in aerobic oxidation of triphenylphosphine was studied. Bis-oxime complex Ni(Ox(2)H(2))(2)Cl-2 was found to be the most active promoter of triphenylphosphine oxidation among the synthesized nickel complexes. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.poly.2014.01.003

文献信息

• A General Procedure for the Synthesis of Unsymmetrically Substituted Tris(β-oximinoalkyl)amines
  作者：Alexey Sukhorukov、Sema Ioffe、Artem Semakin、Vladimir Tartakovsky

  DOI：10.1055/s-0030-1259995

  日期：2011.5

  A first general approach to the synthesis of unsymmetrically substituted tris(β-oximinoalkyl)amines containing two or three different β-oximinoalkyl fragments has been developed. This procedure employs available aliphatic nitro compounds as starting building blocks and their silylation as the key step. This approach provides an efficient strategy for the diversity-oriented synthesis of 1,4,6,10-tetraazaadamantane

  已经开发了合成包含两个或三个不同的β-氧亚氨基烷基片段的不对称取代的三（β-氧亚氨基烷基）胺的第一种通用方法。该程序使用可用的脂肪族硝基化合物作为起始结构单元，并将其甲硅烷基化作为关键步骤。这种方法为1,4,6,10-四氮杂金刚烷衍生物的面向多样性的合成提供了一种有效的策略。 胺-配体-烷基化-环化-保护基
• Polymerisation catalyst system based on dioxime ligands
  申请人：TOTAL PETROCHEMICALS RESEARCH FELUY

  公开号：EP1746111A1

  公开（公告）日：2007-01-24

  The present invention discloses active oligomerisation and polymerisation catalyst systems based on dioxime ligands.

  本发明公开了基于二恶英配体的活性低聚物和聚合催化剂体系。
• Polymerisation Catalyst System Based on Monooxime Ligands
  申请人：Boulanger Louis

  公开号：US20080249266A1

  公开（公告）日：2008-10-09

  The present invention discloses active oligomerisation and polymerisation catalyst systems based on dioxime ligands.
• [EN] POLYMERISATION CATALYST SYSTEM BASED ON DIOXIME LIGANDS<br/>[FR] SYSTEME DE CATALYSE DE POLYMERISATION BASE SUR DES LIGANDS DE DIOXIME
  申请人：TOTAL PETROCHEMICALS RES FELUY

  公开号：WO2007009977A1

  公开（公告）日：2007-01-25

  [EN] The present invention discloses active oligomerisation and polymerisation catalyst systems based on dioxime ligands.
  [FR] La présente invention concerne des systèmes de catalyseurs actifs de polymérisation et d'oligomérisation reposant sur des ligands de dioxime.
• Synthesis, structure and dioxygen reactivity of Ni(II) complexes with mono-, bis-, tetra- and hexa-oxime ligands
  作者：Yaroslav D. Boyko、Alexey Yu. Sukhorukov、Artem N. Semakin、Yulia V. Nelyubina、Ivan V. Ananyev、K.S. Rangappa、Sema L. Ioffe

  DOI：10.1016/j.poly.2014.01.003

  日期：2014.3

  Four nickel complexes with beta-(oximinoalkyl)amine ligands Ox(n)H(n) containing one (Ox(1)H(1)), two (Ox(2)H(2)), four (Ox(4)H(4)) and six (Ox(6)H(6)) oxime groups were synthesized and characterized by elemental analysis, FTIR, HRMS and single crystal X-ray diffraction. beta-Oximinoalkylamines Ox(n)H(n) act as polydentate ligands forming five-membered chelate rings, in which nickel is coordinated with both amine and oxime nitrogen atoms. In all structurally characterized complexes, OH-groups of oximes arms are involved in hydrogen bonding with counterions (Cl-), which are located in the inner or outer coordination sphere of the nickel atom. Two new structural types of pseudo-octahedral Ni(II) beta-oximinoalkylamine complexes containing two ligands per one nickel ion (Ni(Ox(1)H(1))(2)Cl-2 and Ni(Ox(2)H(2))(2)Cl-2) were identified. Dioxygen reactivity of the obtained complexes in aerobic oxidation of triphenylphosphine was studied. Bis-oxime complex Ni(Ox(2)H(2))(2)Cl-2 was found to be the most active promoter of triphenylphosphine oxidation among the synthesized nickel complexes. (C) 2014 Elsevier Ltd. All rights reserved.