N2,N2,N4,N4-tetrabenzyl-N6,N6-di(pyridin-2-yl)-1,3,5-triazine-2,4,6-triamine | 1354723-12-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 三嗪类
• 英文名称: N2,N2,N4,N4-tetrabenzyl-N6,N6-di(pyridin-2-yl)-1,3,5-triazine-2,4,6-triamine
• 英文别名: 4-N,4-N,6-N,6-N-tetrabenzyl-2-N,2-N-dipyridin-2-yl-1,3,5-triazine-2,4,6-triamine
• CAS: 1354723-12-8
• 化学式: C₄₁H₃₆N₈
• 分子量: 640.79
• InChiKey: FOYKBCJHVRBBQU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9
• 重原子数：
  49
• 可旋转键数：
  13
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  74.2
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  iron(II) perchlorate hexahydrate 、 N2,N2,N4,N4-tetrabenzyl-N6,N6-di(pyridin-2-yl)-1,3,5-triazine-2,4,6-triamine 、 sodium cyanoborohydride 在 维生素 C 作用下， 以 甲醇 、 乙腈 为溶剂， 反应 1.0h， 以17%的产率得到trans-[Fe^II(N²,N²,N⁴,N⁴-tetrabenzyl-N⁶,N⁶-di(pyridin-2-yl)-1,3,5-triazine-2,4,6-triamine)₂(NCBH₃)₂]*2(MeCN)
  参考文献：
  名称：

  Discrete Fe ^II Spin‐Crossover Complexes of 2,2′‐Dipyridylamino‐Substituted s ‐Triazine Ligands with Phenoxo, Cyanophenoxo and Dibenzylamino Functionalities

  摘要：

  AbstractFour 2,2′‐dipyridylamino‐s‐triazine‐substituted ligands, each of which incorporate different aromatic substituents (phenoxo, 4‐CN‐phenoxo and benzylamino) with different degrees of bulk and flexibility, have been formed and incorporated into a number of mononuclear FeII complexes of type trans‐[FeII(L)2(NCX)2]·solvent (in which X = S, Se and BH3). These ligands were designed to promote π–π stacking between complexes. The complexes reported have been comprehensively characterised using single‐crystal diffraction techniques in combination with magnetic susceptibility measurements. Light‐induced excited spin‐state trapping (LIESST) measurements have been performed on selected complexes. Light irradiation has shown the occurrence of a reversible photoswitching process at low temperature.

  DOI：

  10.1002/ejic.201402972

文献信息

• Polymorphism and spin crossover in mononuclear Fe^IIspecies containing new dipyridylamino-substituted s-triazine ligands
  作者：Tamsyn M. Ross、Boujemaa Moubaraki、Suzanne M. Neville、Stuart R. Batten、Keith S. Murray

  DOI：10.1039/c1dt11597a

  日期：——

  Four new dipyridylamino-substituted s-triazine ligands DBB (N2,N2,N4,N4-tetrabenzyl-N6,N6-di(pyridin-2-yl)-1,3,5-triazine-2,4,6-triamine), DDB (N2,N2,N4,N4-tetrabutyl-N6,N6-di(pyridin-2-yl)-1,3,5-triazine-2,4,6-triamine), DCCl (6-chloro-N2,N2-dicyclohexyl-N4,N4-di(pyridin-2-yl)-1,3,5-triazine-2,4-diamine) and DDT (N2,N2,N4,N4-tetraphenyl-N6,N6-di(pyridin-2-yl)-1,3,5-triazine-2,4,6-triamine), have been incorporated into eight new, 0D FeII compounds of type [FeII(NCX)2(L)2]·Solvent (where NCX = NCS−, NCSe− or N(CN)2−). The polymorphic compounds α-trans-[FeII(NCS)2(DBB)2] (1) and β-trans-[FeII(NCS)2(DBB)2] (2) display, respectively, a relatively abrupt, complete, one-step spin transition with T½ ∼ 170 K, and a more gradual, complete, one-step spin transition with T½ ∼ 300 K. Gradual, one-step spin transitions are observed for trans-[FeII(N(CN)2)2(DBB)2]·2CH3CH2OH (3) and trans-[FeII(NCSe)2(DCCl)2]·2CH3OH (6) with T½ ∼ 280 K for both, while the one-step spin transition observed for a desolvated sample of trans-[FeII(NCSe)2(DDB)2]·2CH3OH (4) is relatively abrupt, showing hysteresis with T½↑ = 285 K and T½↓ = 275 K. The compounds cis-[FeII(NCS)2(DDB)2] (5) and trans-[FeII(NCS)2(DDT)2]·4CH2Cl2 (7) remain high spin, while structural data on trans-[FeII(NCSe)2(DDT)2]·4CH2Cl2 (8) suggests a spin transition at low temperatures. It is likely that distortion of the FeIIN6 octahedron, intermolecular interactions and molecular conformation are crucial in deciding both the T½ and abruptness of the spin transition for these species, although the nature of their influence varies. Variable temperature powder X-ray diffraction measurements on the polymorphs 1 and 2 reveal anisotropy in the unit cell parameters as the spin transition occurs.

  四种新的二吡啶氨基取代的 s-三嗪配体 DBB（N2,N2,N4,N4-四苄基-N6,N6-二（吡啶-2-基）-1,3,5-三嗪-2,4、6-三胺）、DDB（N2,N2,N4,N4-四丁基-N6,N6-二(吡啶-2-基)-1,3,5-三嗪-2,4,6-三胺）、DCCl（6-氯-N2,N2-二环己基-N4、二(吡啶-2-基)-1,3,5-三嗪-2,4-二胺）和 DDT（N2,N2,N4,N4-四苯基-N6,N6-二(吡啶-2-基)-1,3,5-三嗪-2,4,6-三胺）、[FeII(NCX)2(L)2]-溶剂（其中 NCX = NCS-、NCSe- 或 N(CN)2-）。α-反式-[FeII(NCS)2(DBB)2] (1) 和 β-反式-[FeII(NCS)2(DBB)2] (2) 的多晶型化合物在温度为 T½ ∼ 170 K 时分别显示出相对突然、完全的一步自旋转变，而在温度为 T½ ∼ 300 K 时则显示出更为渐进、完全的一步自旋转变。在反式-[FeII(N(CN)2)2(DBB)2]-2CH3CH2OH (3) 和反式-[FeII(NCSe)2(DCCl)2]-2CH3OH (6) 中观察到渐进的一步自旋转变，两者的 T½ 均为 280 K、而在反式-[FeII(NCSe)2(DDB)2]-2CH3OH (4)的去溶剂样品中观察到的一步自旋转变则相对突然，在 T½↑ = 285 K 和 T½↓ = 275 K 时出现滞后。顺式-[FeII(NCS)2(DDB)2](5) 和反式-[FeII(NCS)2(DDT)2]-4CH2Cl2 (7)保持高自旋，而反式-[FeII(NCSe)2(DDT)2]-4CH2Cl2 (8)的结构数据表明在低温下会发生自旋转变。FeIIN6 八面体的变形、分子间的相互作用和分子构象很可能是决定这些物种自旋转变的温度和突然性的关键因素，尽管它们的影响性质各不相同。对多晶体 1 和 2 进行的变温粉末 X 射线衍射测量显示，在发生自旋转变时，单胞参数具有各向异性。
• Discrete Fe ^II Spin‐Crossover Complexes of 2,2′‐Dipyridylamino‐Substituted <i>s</i> ‐Triazine Ligands with Phenoxo, Cyanophenoxo and Dibenzylamino Functionalities
  作者：Hayley S. Scott、Tamsyn M. Ross、Wasinee Phonsri、Boujemaa Moubaraki、Guillaume Chastanet、Jean‐François Létard、Stuart R. Batten、Keith S. Murray

  DOI：10.1002/ejic.201402972

  日期：2015.2

  AbstractFour 2,2′‐dipyridylamino‐s‐triazine‐substituted ligands, each of which incorporate different aromatic substituents (phenoxo, 4‐CN‐phenoxo and benzylamino) with different degrees of bulk and flexibility, have been formed and incorporated into a number of mononuclear FeII complexes of type trans‐[FeII(L)2(NCX)2]·solvent (in which X = S, Se and BH3). These ligands were designed to promote π–π stacking between complexes. The complexes reported have been comprehensively characterised using single‐crystal diffraction techniques in combination with magnetic susceptibility measurements. Light‐induced excited spin‐state trapping (LIESST) measurements have been performed on selected complexes. Light irradiation has shown the occurrence of a reversible photoswitching process at low temperature.