(((RS)-phenyl(2-pyridyl)methylimino)methyl)phenol | 1391920-74-3

• 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: (((RS)-phenyl(2-pyridyl)methylimino)methyl)phenol
• 英文别名: 2-(((phenyl(2-pyridyl)methyl)imino)methyl)phenol；2-((phenyl(2-pyridyl)methyl)iminomethyl)phenol；2-((phenyl(2-pyridyl)methylimino)methyl)phenol；2-[[Phenyl(pyridin-2-yl)methyl]iminomethyl]phenol
• CAS: 1391920-74-3
• 化学式: C₁₉H₁₆N₂O
• 分子量: 288.349
• InChiKey: OHDFKJSGEFMOTC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  45.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  zinc(II) nitrate hexahydrate 、 (((RS)-phenyl(2-pyridyl)methylimino)methyl)phenol 在 sodium thiocyanide 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 3.17h， 以70%的产率得到[Zn((((R,S)-phenyl(2-pyridyl)methylimino)methyl)phenol)(NCS)]₂
  参考文献：
  名称：

  外消旋席夫碱 异手性Zn（ii）配合物在手性自识别过程中的非对映选择性自组装：非共价相互作用对固态结构自组装的影响†

  摘要：

  非对映选择性自组装的Zn（II）的外消旋席夫碱配合物异向L1H和L2H（其中L1H = 2 - （（苯基（2-吡啶基）甲基亚氨基） -甲基）苯酚; L2H = 1 - （（苯基（2-吡啶基报道了在手性自鉴别过程中的（）甲基亚氨基）甲基）-2-萘酚）。络合物1-6使用配体合成L1H（1-3），L2H（4-6），锌（NO 3）2 ·6H 2 O，和共配体，例如N 3 -或NCS -并且在结构上具有决定性的特征。测定1–5的分子结构可确认存在由单螯合的三齿配体构成的双金属核，其反转中心直接位于两个锌离子之间。在1-5中，在一个中心对称二聚体中，一个配体具有R构型，而另一个具有S构型，从而以手性自区分的方式导致Zn（II）中心周围的配体发生异手性二聚。配合物6是单核，具有配体L2的R构型，并通过C–H⋯O相互作用与附近的单核Zn（II）中心具有配体L2的S构型，因此具有杂手性二聚体。揭示了手性自歧

  DOI：

  10.1039/c3ra45082a
• 作为产物：
  描述：

  苯基-2-吡啶基酮肟 在 溶剂黄146 、 锌 作用下， 以 甲醇 、 乙醇 为溶剂， 反应 29.0h， 生成 (((RS)-phenyl(2-pyridyl)methylimino)methyl)phenol
  参考文献：
  名称：

  手性三齿配体双核配合物中的非对映选择性

  摘要：

  使用两个手性三齿配体的外消旋混合物2-（（1-（2-吡啶基）乙基亚氨基）甲基）酚盐离子（L1）和2-（（苯基（2-吡啶基）甲基亚氨基）甲基）酚盐离子（L2）和Cu（II）或Ni（II）盐，具有式[Cu（L2）（μ-1,1-NO3）] 2（1），[Cu（L2）（μ-Cl）] 2（2）的配合物，[Cu 2（L2）2（μ-1,2-SO4）]（3），[Cu 2（L1）2（μ-1,2-SO4）]（4）和[Ni 2（L2合成并表征）2（OAc）（N（CN）2）（MeOH）]（5）。对所有五个络合物的分子结构的测定证实了由配体的单螯合物构造的双金属核的存在。化合物1，2在两个铜中心之间具有NO 3-和Cl-桥，而3-5具有苯氧基以及SO 4 2-（3，4）和OAc-（5）桥。化合物1和2在双铜核中具有反转中心，并且是杂手性的。然而，在3-5的反转中心并不位于双金属核中，而是同手性的。化合物1具有两个铜中心之间的μ-1

  DOI：

  10.1016/j.ica.2012.04.017

文献信息

• Molecular structures of dinuclear zinc(II) complexes of chiral tridentate imine and amine ligands: Effect of ligand geometry on diastereoselectivity
  作者：Himanshu Sekhar Jena、Vadivelu Manivannan

  DOI：10.1016/j.ica.2012.06.041

  日期：2013.1

  Racemic mixtures of Schiff bases (L1H and L2H) were reduced to respective amines (L1'H and L2'H). Compounds of composition [Zn-2(L1)(2)(NCO)(2)] (1), [Zn(L1)N-3](n) (2), [Zn-2(L-2)(2)(NCO)(2)] (3), [Zn-2(L1')(2)(NCO)(2)] (1'), [Zn-2(L1)(2)(N-3)(2)]center dot 2DMF (2'center dot 2DMF) and [Zn-2(L2')(2)(NCO)(2)]center dot DMF (3'center dot DMF) were synthesized using these ligands, Zn(NO3)(2)center dot 6H(2)O and NCO or N-3 ions. Molecular structures of all six compounds have been established. Both imine and amine ligands have N2O donor set, but coordinate, respectively, in meridional and facial fashions. First four complexes are monochelates and last two are bis-chelates. The Zn2O2 unit in 1-3 has RS combination of imine where as in 1' has RR(SS) combinations of amine. In 2' and 3', zinc(II) bis-chelates have cis, cis, trans-(O-P)(2)(N-A)(2)(N-Y)(2) stereochemistry and cis-(O-P)(2) disposition further coordinate to tetrahedral zinc. Compound 1' exhibits 1D hydrogen-bonded polymer by enantioselective H-bonding interaction. In 2', DMF molecules assemble RR and SS bis-chelates through N-H center dot center dot center dot O interactions. (C) 2012 Elsevier B. V. All rights reserved.
• Effect of cooperative non-covalent interactions on the solid state heterochiral self-assembly: The concepts of isotactic and syndiotactic arrangements in coordination complex
  作者：Himanshu Sekhar Jena

  DOI：10.1016/j.ica.2013.10.035

  日期：2014.1

  Solid state diastereoselective self-assembly of five copper(II) heterochiral complexes containing racemic Schiff bases L1H and L2H (where L1H = 1-((1-(2-pyridyl) ethylimino) methyl)-2-naphthol; L2H = 2-((phenyl( 2-pyridyl) methylimino)-methyl) phenol) in crystal engineering contexts are discussed. Complexes 1-5 are synthesized using ligand L1H (1-3), L2H (4, 5), CuCl2 center dot 2H(2)O, Cu(ClO4)(2)center dot 6H(2)O and co-ligands such as N-3 or N(CN)(2) and are conclusively structurally characterized. Determination of molecular structures of 1-5 confirmed the presence of a di-copper core with an inversion center located directly between the two copper ions. In 1-5, within one centrosymmetric dimer one of the ligands possess R configuration whereas other possess S configuration resulting a heterochiral dimerization of ligands around copper(II) center in chiral self-discriminating manner. The significant effects of different non-covalent interactions and co-ligands on self-assembly of heterochiral dimers into networks are studied. The presence of pi center dot center dot center dot pi interaction between face to face benzene-naphthalene and naphthalene-naphthalene dimers are perceived. The isotactic and syndiotactic arrangements of the coordination complex through non-covalent interactions are also studied. (C) 2013 Elsevier B. V. All rights reserved.
• Effect of steric congestion and non-covalent interaction on the self-organization of two isostructural 1D chiral coordination polymers
  作者：Himanshu Sekhar Jena

  DOI：10.1016/j.ica.2014.05.018

  日期：2014.9

  Two isostructural 1D chiral coordination polymers namely, [M(L)(N(CN)(2))](n) have been synthesized using a racemic mixture of chiral tridentate Schiff base ligand, LH (LH = 2-((phenyl(2-pyridyl)methylimino)methyl)phenol), M(II) ions (M = Cu (1), Zn (2)) and dicyanamide ion. Structural characterization reveals that dicyanamide ion links two mononuclear units having same enantiomer of ligand L (either R or S) though it's end-on-end bridging mode and extends further towards the formation of 1D homochiral self-assembly in a chiral self-recognition manner. The effects of different non-covalent interactions on the arrangement of 1D chiral coordination polymers into 2D sheet have been studied. The results demonstrate the effect of dicyanamide ion, steric congestion and non-covalent interactions on the homochiral self-assembly of the synthesized complexes. (C) 2014 Elsevier B.V. All rights reserved.