1,4-bis(2'-(4'',4''-dimethyl-3'',4''-dihydro-2''-oxazolyl)-phenyl)piperazine

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: 1,4-bis(2'-(4'',4''-dimethyl-3'',4''-dihydro-2''-oxazolyl)-phenyl)piperazine
• 英文别名: 1,4-bis[2-(4,4-dimethyl-4,5-dihydrooxazol-2-yl)phenyl]piperazine；2-[2-[4-[2-(4,4-dimethyl-5H-1,3-oxazol-2-yl)phenyl]piperazin-1-yl]phenyl]-4,4-dimethyl-5H-1,3-oxazole
• 化学式: C₂₆H₃₂N₄O₂
• 分子量: 432.566
• InChiKey: BKDKACJZMLDMEA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  32
• 可旋转键数：
  4
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  49.7
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  1,4-bis(2'-(4'',4''-dimethyl-3'',4''-dihydro-2''-oxazolyl)-phenyl)piperazine 以 氘代吡啶 、 氘代氯仿 、 二氯甲烷 为溶剂， 生成 (1,4-bis[2-(4,4-dimethyl-4,5-dihydrooxazol-2-yl)phenyl]piperazine)PdCl2(py-d5)
  参考文献：
  名称：

  新型开放式Tetraaza镍（II）和钯（II）配合物。电生成的M（0）物种对双功能基板的不同反应性。

  摘要：

  制备并表征了一系列具有开放的四氮杂配体双恶唑啉双胺N 4的中性和阳离子型Ni（II）和Pd（II）配合物。中性复合物的化学计量呈现的二聚结构[M 2（μ-N 4）X 4 ]（M =的Ni（1），加入Pd（2））和后行慢在配位溶剂解络。阳离子单体[M（N 4）] Y 2（M = Ni（3），Pd（4））化合物在溶液中稳定，是涉及双官能团底物，不饱和邻卤代芳基和邻苯二甲酸的电化学反应的有效催化剂-卤代苄基醚。[Ni（N 4）] 2+催化反应通过在C-X键上进行初始氧化加成而导致分子内环化产物，而[Pd（N 4）] 2+催化过程涉及C-O键的裂解。 。此外，制备了有机金属σ-Ni（II）（7a，b）和π-烯丙基钯（II）（8a，b）配合物，以研究催化循环中提出的中间物种。

  DOI：

  10.1021/om9707026

文献信息

• A new tetradentate nitrogen ligand for organometallic catalysis: electrochemical nickel-catalyzed intramolecular cyclization
  作者：Jean Claude Clinet、Elisabet Duñach

  DOI：10.1016/0022-328x(95)05838-g

  日期：1995.11

  The new tetraaza-molecule, 1 has been synthesized and used as a ligand for a cationic mononuclear nickel(II) complex. This complex is an efficient catalysts for the intramolecular electrochemical cyclization of o-haloaryl compounds containing unsaturated side chains.

  合成了新的四氮杂分子1并用作阳离子单核镍（II）配合物的配体。该络合物是用于含有不饱和侧链的邻卤代芳基化合物的分子内电化学环化的有效催化剂。
• Palladium Complexes with Chiral Oxazoline Ligands. Effect of Chelate Size on Catalytic Allylic Substitutions
  作者：Josep Maria Canal、Montserrat Gómez、Francisco Jiménez、Mercè Rocamora、Guillermo Muller、Elisabet Duñach、Delphine Franco、Alicia Jiménez、F. H. Cano

  DOI：10.1021/om990625+

  日期：2000.3.1

  Mono- and bimetallic allylic palladium complexes (1L-5L) with L being chiral bidentate oxazoline ligands (from pyridine (a-d), quinoline (e-g), and piperazine (h)), containing different kinds of allyl groups (1-5), were easily obtained, and their structures in solution were elucidated by NMR spectroscopy. Complex 1d was also characterized by X-ray diffraction. The activity of these complexes in palladium-catalyzed allylic alkylation for acyclic and cyclic substrates was tested. For catalytic systems with ligands a-g, the activity was very high, although the enantioselectivity was low for pyridine derivatives and moderate for quinolino-oxazoline ligands, showing the beneficial effect of chelate size in the latter case. In contrast, the palladium tetraaza catalytic system (Pd/h) exhibited a low activity and a low asymmetric induction. Allylic complexes 1a, 1d, and 1e were also active in the Pd-catalyzed allylic amination, but the activity of these systems was lower than for the alkylations. Under in situ catalytic conditions, the coordination competition of the benzylamine with the bidentate ligand led to different results than using previously isolated precursors.