N,N'-bis(2,6-diisopropylphenyl)-phenanthrenediimine | 1354657-04-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 菲及其衍生物
• 英文名称: N,N'-bis(2,6-diisopropylphenyl)-phenanthrenediimine
• 英文别名: (E,Z)-N,N'-((2,6-diisopropyl)phenyl)phenanthrene-9,10-diimine
• CAS: 1354657-04-7
• 化学式: C₃₈H₄₂N₂
• 分子量: 526.765
• InChiKey: GFRSODBGSKZOAI-NGHPONOGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  11.1
• 重原子数：
  40.0
• 可旋转键数：
  6.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  24.72
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  N,N'-bis(2,6-diisopropylphenyl)-phenanthrenediimine 以 正己烷 、 二氯甲烷 为溶剂， 反应 360.75h， 生成
  参考文献：
  名称：

  钯催化的乙烯/丙烯酸甲酯共​​聚合：从the烯转移到α-二胺配体的菲骨架

  摘要：

  开发用于合成官能化聚烯烃的有效均相催化剂是一个具有挑战性的话题。合成，表征和测试了具有菲骨架的α-二亚胺配体和2,6-二取代的芳环（Ar-BIP）的钯（II）配合物，作为乙烯与丙烯酸甲酯共​​聚的前催化剂。进行了直接比较，将具有相应的α-二亚胺并带有ena骨架的类似络合物（Ar-BIAN）进行比较。中性[Pd（Ar-BIP）（CH 3）Cl]和单阳离子[Pd（Ar-BIP）（CH 3）（NCCH 3）] [PF 6 ]的固态X射线表征和NMR分析]配合物表明，与Ar-BIAN对应物相比，Ar-BIP配体具有更高的Lewis碱度，并且与金属中心的配位更强。因此，Pd（Ar-BIP）阳离子络合物可被视为富含电子的金属阳离子。此外，与Ar-BIAN相比，无论芳基环上的取代基如何，它们都会在钯周围产生更高的空间拥堵。单阳离子物质产生用于乙烯/丙烯酸甲酯共​​聚的活性催化剂，从而导致与M n的共聚物最高值为37000，极性单体的含量为5

  DOI：

  10.1021/acs.organomet.9b00308
• 作为产物：
  描述：

  菲醌 在 甲酸 、 四氯化钛 作用下， 以 甲醇 为溶剂， 生成 N,N'-bis(2,6-diisopropylphenyl)-phenanthrenediimine
  参考文献：
  名称：

  N,N′-Disubstituted phenanthrene-9,10-diimines: synthesis and NMR spectroscopic study

  摘要：

  Novel aryl-aryl, alkyl-alkyl, aryl-alkyl N,N'-disubstituted phenanthrene-9,10-diimines were synthesized by condensation of 9,10-phenanthrenequinone with primary amines. The novel two-stage method of synthesis of disubstituted phenanthrene-9,10-diimines with identical or different aryl and alkyl sub-stituents at the nitrogen atom was established. The investigated compounds undergo slow Z-EIE-Z interconversion which was studied by NMR spectroscopy. Thermodynamic parameters of interconversion were obtained by variable temperature NMR spectroscopy. (C) 2011 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tet.2011.12.028

文献信息

• Chromium complexes supported by phenanthrene-imine derivative ligands: synthesis, characterization and catalysis on isoprene cis-1,4 polymerization
  作者：Bo Gao、Xuyang Luo、Wei Gao、Long Huang、Si-meng Gao、Xiaoming Liu、Qiaolin Wu、Ying Mu

  DOI：10.1039/c2dt11365a

  日期：——

  Reactions of CrCl2(THF)2 with N-aryl-9,10-iminophenanthraquinone in CH2Cl2 give the monoimine chromium complexes ArIPQCrCl2(THF)2 (1, Ar = 2,6-Me2C6H3; 2, Ar = 2,6-Et2C6H3; 3, Ar = 2,6-iPr2C6H3). Molecular structures of 1 and 3 were revealed to be monomeric with the chromium atoms in distorted octahedral geometries. Similar reactions of CrCl2(THF)2 with N,N-bis(arylimino)phenanthrene ligands afford the diimine complexes Ar1,Ar2BIPCrCl(μ-Cl)3Cr(THF)Ar1,Ar2BIP (4, Ar1 = Ar2 = 2,6-Me2C6H3; 5, Ar1 = Ar2 = 2,6-Et2C6H3; 6, Ar1 = Ar2 = 2,6-iPr2C6H3; 7, Ar1 = 2,6-Me2C6H3, Ar2 = 2,6-iPr2C6H3). The X-ray diffraction analysis shows that 4, 5, and 7 are chlorine-bridged dimers with each chromium atom in a distorted octahedral geometry. Upon activation with MAO, all these complexes exhibit good catalytic activities for isoprene polymerization affording polyisoprene with predominantly a cis-1,4 unit.

  在 CH2Cl2 中，CrCl2(THF)2 与 N-芳基-9,10-亚氨基蒽醌反应生成单亚胺铬络合物 ArIPQCrCl2(THF)2（1，Ar = 2,6-Me2C6H3；2，Ar = 2,6-Et2C6H3；3，Ar = 2,6-iPr2C6H3）。1 和 3 的分子结构被揭示为单体，铬原子呈扭曲的八面体几何结构。CrCl2(THF)2 与 N,N-双（芳基亚氨基）菲配体的类似反应产生了二亚胺配合物 Ar1,Ar2BIPCrCl(μ-Cl)3Cr(THF)Ar1,Ar2BIP（4，Ar1 = Ar2 = 2,6-Me2C6H3；5，Ar1 = Ar2 = 2,6-Me2C6H3；6，Ar1 = Ar2 = 2,6-Me2C6H3）；5，Ar1 = Ar2 = 2,6-Et2C6H3；6，Ar1 = Ar2 = 2,6-iPr2C6H3；7，Ar1 = 2,6-Me2C6H3，Ar2 = 2,6-iPr2C6H3）。X 射线衍射分析表明，4、5 和 7 是氯桥二聚体，每个铬原子都呈扭曲的八面体几何形状。在 MAO 的活化作用下，所有这些配合物在异戊二烯聚合过程中都表现出良好的催化活性，生成的聚异戊二烯主要具有顺式-1,4 单元。