6-chloro-N(2),N(2),N(4),N(4)-tetra( pyridin-2-yl)-1,3,5-triazine-2,4-diamine | 498568-58-4

• 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: 6-chloro-N(2),N(2),N(4),N(4)-tetra( pyridin-2-yl)-1,3,5-triazine-2,4-diamine
• 英文别名: (2-chloro-[4,6-(dipyridin-2-ylamino)]-1,3,5-triazine)；2-chloro-4,6-bis(dipyridin-2-ylamino)-1,3,5-triazine；2-chloro[4,6-(dipyridin-2-ylamino)]-{1,3,5}triazine；2-chloro-4,6-bis(dipyrid-2-ylamino)-1,3,5-triazine；2-chloro-4,6-(di-2-pyridylamino)-1,3,5-triazine；cddt；6-chloro-2-N,2-N,4-N,4-N-tetrapyridin-2-yl-1,3,5-triazine-2,4-diamine
• CAS: 498568-58-4
• 化学式: C₂₃H₁₆ClN₉
• 分子量: 453.893
• InChiKey: YYNMHHIIHWWSKO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  33
• 可旋转键数：
  6
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  96.7
• 氢给体数：
  0
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  N,N'-bis(2-aminoethyl)ethane-1,2-diamine dihydrochloride 、 6-chloro-N(2),N(2),N(4),N(4)-tetra( pyridin-2-yl)-1,3,5-triazine-2,4-diamine 在 N,N-二异丙基乙胺 作用下， 以 乙腈 为溶剂， 反应 48.0h， 以66%的产率得到N,N',N'',N'''-tetrakis[2,4-bis(di-2-pyridylamino)-1,3,5-triazin-6-yl]triethylenetetramine
  参考文献：
  名称：

  理论上新颖的阴离子-π相互作用的晶体学证据

  摘要：

  Cu（NO 3）2 ·3H 2 O与多齿的反应配体 N，N '，N '' ，N ‴-四{2,4-双（二-2-吡啶基氨基）-1,3,5-三嗪-6-基}三亚乙基四胺 （dpatta）在 乙腈在高温和高压下会形成四核配位化合物[Cu 4（dpatta）（NO 3）4 ]（NO 3）4 ·12H 2 O（1），其晶体结构表现出显着的阴离子-π相互作用，具有计算时要考虑到阴离子对芳香环的意外位置。

  DOI：

  10.1039/b608172j
• 作为产物：
  描述：

  三聚氯氰 、 2,2'-二吡啶胺 在 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 48.0h， 以69%的产率得到6-chloro-N(2),N(2),N(4),N(4)-tetra( pyridin-2-yl)-1,3,5-triazine-2,4-diamine
  参考文献：
  名称：

  New polydentate and polynucleating N-donor ligands from amines and 2,4,6-trichloro-1,3,5-triazine

  摘要：

  An efficient synthesis of a novel class of multidentate polynucleating ligands has been developed based on high-yielding chloride substitutions of 2,4,6-trichloro-1,3,5-triazine by primary and secondary amines. (C) 2002 Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(02)01498-3

文献信息

• Spin crossover in polymeric and heterometallic Fe^IIspecies containing polytopic dipyridylamino-substituted-triazine ligands
  作者：Tamsyn M. Ross、Boujemaa Moubaraki、Stuart R. Batten、Keith S. Murray

  DOI：10.1039/c1dt10818b

  日期：——

  and a desolvated sample of 2 each undergo a gradual, one-step spin transition with T½ values of ∼240 K and ∼110 K, respectively. The paucity of inter-chain intermolecular interactions, as well as the flexible, covalent bridges between FeII spin crossover sites, are likely to contribute to the gradual nature of the spin transition observed in each case. Variable temperature powder X-ray diffraction studies

  我们报告了新的多位配体ddta（N，N-二（吡啶-2-基）-4,6-二（1,4,7,10-四氧杂十三-氮杂环十五烷-13-基）-1,3,5-三嗪-2-胺）和tptd（N 2，N 2，N 4，N 4-四（吡啶-2-基）-6-（1,4,7,10-四氧杂-13-氮杂环十五烷-13-基）-1,3,5-三嗪-2,4-二胺）。每个包含N-供体二吡啶基氨基结合位点，以及单独的和不同的mono-aza-15-crown-5结合位点。配体ddta已用于合成高分子杂金属SCO化合物反式-[Fe II（NCS）2（ddta）2 Na 2 ]（ClO 4）2 ·4CH 3 CH 2 CH 2 OH，1，并且已使用tptd合成高分子SCO化合物反式-[Fe II（NCS）2（tptd）]·CH 3 OH，2和双核化合物顺式[[FeII） 2（NCS） 4（tptd） 2 ]， 3。磁化率测量表明， 1和的去溶剂化的
• Half-sandwich ruthenium, rhodium and iridium complexes containing dipyridyl amine based ligands
  作者：Ashish Kumar Singh、Mahendra Yadav、Rampal Pandey、Prashant Kumar、Daya Shankar Pandey

  DOI：10.1016/j.jorganchem.2010.04.022

  日期：2010.7

  spectral and electrochemical studies. Structures of the dinuclear compounds [(η6-C10H14)RuCl}2(cddt)](PF6)2, [(η5-C5Me5)RhCl}2(cddt)]Cl2·6H2O and trinuclear compound [(η6-C6H6)RuCl}3(tdat)]Cl3·4H2O have been determined crystallographically. Among cddt containing compounds the (η6-C10H14)RuCl}- units in [(η6-C10H14)RuCl}2(cddt)](PF6)2 are anti, while (η5-C5Me5)RhCl}- in the rhodium compound [

  从二聚芳烃钌的反应[（衍生化合物η 6 -arene）的Ru（μ -Cl）氯} 2 ]（芳烃=苯和p -cymene）和结构上类似于铑和铱配合物[（η 5 -C 5 Me 5）M（μ- Cl）Cl} 2 ]（M = Rh或Ir）与2-氯-4,6-（di-2-pyridylamino）-1,3,5-triazine（CDDT）和2报道了4，6-三（二-2-吡啶基氨基）-1,3,5-三嗪（tDAt）。通过元素分析，NMR（1 H和13C），电子吸收，发射光谱和电化学研究。双核化合物的结构[（η 6 -C 10 ħ 14）的RuCl} 2（CDDT）]（PF 6）2，[（η 5 -C 5我5）的RhCl} 2（CDDT）]氯2 · 6H 2 O和三核化合物[（η 6 -C 6 H ^ 6）的RuCl} 3（TDAT）]氯3 ·4H 2 ö已结晶学来确定。在含CDDT的化合物中，（η6
• Spin‐Crossover Studies on a Series of 1D Chain and Dinuclear Iron(II) Triazine‐Dipyridylamine Compounds
  作者：Suzanne M. Neville、Ben A. Leita、Daniel A. Offermann、Martin B. Duriska、Boujemaa Moubaraki、Karena W. Chapman、Gregory J. Halder、Keith S. Murray

  DOI：10.1002/ejic.200601034

  日期：2007.3

  diffraction techniques. Variation of the chalcogenide ligand in the complex [Fe(NCSe)2(cddt)]center_dot}2(CH3OH), 2, leads to a full one-step spin crossover with a T1/2 of 200 K. Structural analysis of 1c below the transition temperature reveals alternating, crystallographically distinct, HS and LS iron(II) centers (HS: high spin, LS: low spin) along the chain, and structural analysis of 2 below the

  已合成四种同构一维聚合铁 (II) 自旋交叉材料，其中含有配体 2-氯-4,6-双(二吡啶-2-基氨基)-1,3,5-三嗪 (cddt)，并在磁性和结构上进行了合成表征。聚合物材料 Fe(NCS)2(cddt)center_dot}n(guest) (1)，自组装成三个晶体学不同的相；化合物 1b 和 1c，[Fe(NCS)2(cddt)]center_dot}2(CH3OH)，是多晶型物，然而，1a，[Fe(NCS)2(cddt)]center_dot}1/2(CHCl3) center_dot}(H2O) 包含不同的溶剂系统。每个相都表现出非常不同的磁性；相 1a 和 1b 在所有温度下保持高自旋，而相 1c 在 225 和 125 K 之间经历半自旋交叉。使用变温同步加速器粉末 X 射线衍射技术跟踪了 1c 中自旋跃迁的结构后果。复合物 [Fe(NCSe)2(cddt)]center_dot}2(CH3OH)
• Multimetallic compounds containing cyclometalated Ir(III) units: Synthesis, structure, electrochemistry and photophysical properties
  作者：Tanima Hajra、Jitendra K. Bera、Vadapalli Chandrasekhar

  DOI：10.1016/j.ica.2011.01.021

  日期：2011.6

  The reaction of the cyclometalated Ir-III dimer [(ppy)(2)Ir}(2)(mu-Cl)(2)] (ppyH = 2-phenylpyridine) with silver triflate followed by a multidentate ligand [1,4-bis[3-(2-pyridyl)pyrazolylmethyl]benzene (bppb), 1,3,5-tri [3-(2-pyridyl)pyrazolylmethyl]-2,4,6-trimethylbenzene (tppb), 2,4,6-tris(2-pyridyl)-1,3,5-triazine (tptz), 2-chloro-4,6-bis(dipyridin-2-ylamino)-1,3,5-triazine (cddt) or 2,4,6-tris(dipyridin-2-ylamino)-1, 3,5-triazine (tdat)] afforded di- or trinuclear compounds: [Ir(ppy)(2)}(2)(mu-bppb)](OTf)(2) (1), [Ir(ppy)(2)}(3) (mu-tppb)](OTf)(3) (2), [Ir(ppy)(2)}(2)(mu-tptz-OH)](OTf) (3), [Ir(ppy)(2)}(2)(mu-cddt)](OTf)(2) (4) and [Ir(ppy)(2)}(2) (mu-tdat)](OTf)(2) (5). All of these compounds contain cationic metal cores with corresponding triflate counter anions. The molecular structures of 1-4 reveal that the structural feature of the Ir(ppy)(2) center of the starting precursor is conserved in the products. Also, because of the nature of the ligands, there is virtually no electronic communication between the Ir-III centers except in 3 where a ring hydroxylation at the triazine carbon atom is effected upon metalation. Compounds 1-5 are robust in solution where they retain their structural integrity. The UV-Vis and emission spectra of 1-5 compounds are very similar to each other with the exception of 3 which seems to possess a different electronic structure. All the compounds are luminescent at room temperature. The emission bands indicate significant contribution from (LC)-L-3. Increase in the number of 'Ir(ppy)(2)' units does not have any effect on emission color. (C) 2011 Elsevier B. V. All rights reserved.
• Tetrathiafulvalene-Triazine-Dipyridylamines as Multifunctional Ligands for Electroactive Complexes: Synthesis, Structures, and Theoretical Study
  作者：Diana G. Branzea、Arnaud Fihey、Thomas Cauchy、Abdelkrim El-Ghayoury、Narcis Avarvari

  DOI：10.1021/ic301117h

  日期：2012.8.6

  The electroactive ligands (2,4-bis-tetrathiafulvalene[6-(dipyridin-2'-ylamino)]-1,3,5-triazine) TTF2-tz-dpa (1) and (2-tetrathiafulvalene[4,6-bis-(dipyridin-2'-ylamino)]-1,3,5-triazine) TTF-tz-dpa(2) (2) have been synthesized by palladium cross-coupling catalysis, and the single crystal X-ray structure for 1 was determined. In the solid state the TTF and triazine units are practically coplanar and short intermolecular S center dot center dot center dot S contacts are established. Two neutral and one tetracationic Zn(II) complexes, formulated as (TTF2-tz-dpa)ZnCl2 (3), [ZnCl2(TTF-tz-dpa(2))Zn(H2O)Cl-2] (4), and ([(H2O)(2)Zn(TTF-tz-dpa(2))](ClO4)(2)}(2) (5) have been crystallized and analyzed by single crystal X-ray analysis. A peculiar feature is the evidence for anion-pi interactions, as shown by the short Cl center dot center dot center dot triazine and O(perchlorate)center dot center dot center dot triazine distances of 3.52 and 3.00 angstrom, respectively. A complex set of intermolecular pi center dot center dot center dot pi, S center dot center dot center dot S and hydrogen bonding interactions sustain the supramolecular organizations of the complexes in the solid state. Electronic absorption spectra provide evidence for the intramolecular charge transfer from TTF to triazine, also supported by time-dependent density functional theory (TD DFT) calculations.