2,2',3''-tripyridylamine | 273748-97-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 2,2',3''-tripyridylamine
• 英文别名: 2,2',3''-tpa；N-pyridin-2-yl-N-pyridin-3-ylpyridin-2-amine
• CAS: 273748-97-3
• 化学式: C₁₅H₁₂N₄
• 分子量: 248.287
• InChiKey: KKTASPBOTRWGOM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  41.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  terbium(III) tris(2,2,6,6-tetramethyl-3,5-heptanedionate) 、 2,2',3''-tripyridylamine 以 二氯甲烷 为溶剂， 生成 Tb(2,2,6,6-tetramethyl-3,5-heptanedionato)3(2,2',3''-tripyridylamine)
  参考文献：
  名称：

  Syntheses, Structures, and Luminescence of Novel Lanthanide Complexes of Tripyridylamine, N,N,N‘,N‘-Tetra(2-pyridyl)-1,4-phenylenediamine and N,N,N‘,N‘-Tetra(2-pyridyl)biphenyl-4,4‘-diamine

  摘要：

  Two novel blue luminescent bridging ligands N,N,N 'N ' -tetra(2-pyridyl)-1,4-phenylenediamine (tppd) and N,N,N ' ,N ' -tetra(2-pyridyl)-1, 1 -biphenyl-4,4 ' -diamine (tpbpd) have been synthesized. Several novel lanthanide complexes containing 2,2 ' ,2 " -tripyridylamine (2,2 ' ,2 " -tpa), 2,2 ' ,3 " -tpa, tppd, or tpbpd ligands have been synthesized and characterized structurally, which include Pr(hfa)(3)(2,2 ' ,2 " -1pa), 1, Ln(tmhd)(3)(2,2 ' ,3 " -tpa), 2 (Ln = Dy, 2a; Eu, 2b; Tb, 2c; Sm, 2d), [Eu(tmhd)(3)][Pr(hfa)(3)](2,2 ' ,3 " -tpa), 3, [Pr(hfa)(3)](2)(tppd), 4, and [Ln(hfa)(3)](2)(tpbpd), 5, where Ln = Pr (5a), Eu (5b), tmhd = 2,2,6-tetramethyl-3,5-heptanedionato, and hfa = hexafluoroacetylacetonate. The Dy(III), Eu(III), and Tb(III) complexes display a bright photoluminescence, which can be achieved by either a: direct excitation process or an indirect excitation process. Compounds 2a-2d can be sublimed readily.

  DOI：

  10.1021/ic000623d

文献信息

• New ligands in the 2,2′-dipyridylamine series and their Re(<scp>i</scp>) complexes; synthesis, structures and luminescence properties
  作者：Nail M. Shavaleev、Andrea Barbieri、Zöe R. Bell、Michael D. Ward、Francesco Barigelletti

  DOI：10.1039/b312647a

  日期：——

  A series of new derivatives of the di(2-pyridyl)amine ligand has been prepared, having the general formula (py)2NR, where R is one of a wide range of groups including naphthyl, pyrenyl, benzo-18-crown-6, pyrenyl, oxazolyl and bromo-biphenyl. All ligands are luminescent, with emission maxima between 370 and 520 nm, and with quantum yields in fluid solution of up to 0.74. Reaction of these ligands with Re(CO)5Cl afforded complexes of the type [Re(CO)3ClL] in which the di(2-pyridyl)amine ligand binds as an N,N-bidentate chelate via the two pyridyl units; five such complexes have been structurally characterised. With one exception the complexes are essentially non-luminescent, which we ascribe to the energetic availability of metal-based d-d excited states which can quench any MLCT or ligand-centred excited states. The exception is [Re(CO)3Cl(tppd)] [where tppd = N,N,N′,N′-tetrakis(2-pyridyl)-p-phenylenediamine] in which one di(2-pyridyl)amine site is occupied by a Re(CO)3Cl} unit but the other is vacant; this luminesces in fluid solution at 516 nm (ϕ = 0.04, τ = 42 ns).

  一系列新型二(2-吡啶基)胺配体已经被制备出来，具有通用公式 (py)2NR，其中 R 代表一系列广泛的不同基团，包括萘基、芘基、苯并-18-冠-6、芘基、噁唑基和溴联苯基。所有的配体都具有发光性，发射峰在370至520纳米之间，且在流动溶液中量子产率高达0.74。这些配体与 Re(CO)5Cl 反应后得到类型为 [Re(CO)3ClL] 的配合物，其中二(2-吡啶基)胺配体通过两个吡啶单元以 N,N-双齿螯合形式结合；五种这样的配合物结构已经得到了表征。除了一个例外，这些配合物基本不具备发光性，我们将其归因于金属基的 d-d 激发态能有效地猝灭任何 MLCT 或配体中心的激发态。例外的是 [Re(CO)3Cl(tppd)] [其中 tppd = N,N,N',N'-四(2-吡啶基)-对苯二胺]，在这个化合物中一个二(2-吡啶基)胺位点被一个 Re(CO)3Cl} 单位占据，而另一个位点则是空的；这个化合物在流动溶液中在516纳米处发光（量子产率=0.04，寿命=42纳秒）。
• Syntheses, Structures, and Fluxionality of Blue Luminescent Zinc(II) Complexes:  Zn(2,2‘,2‘ ‘-tpa)Cl₂, Zn(2,2‘,2‘ ‘-tpa)₂(O₂CCF₃)₂, and Zn(2,2‘,3‘ ‘-tpa)₄(O₂CCF₃)₂ (tpa = Tripyridylamine)
  作者：Wenyu Yang、Hartmut Schmider、Qingguo Wu、You-sheng Zhang、Suning Wang

  DOI：10.1021/ic991436m

  日期：2000.5.1

  due to a pi *-->pi transition of the tpa ligand as established by an ab initio calculation on the free ligand 2,2',2"-tpa and complex 1. Compounds 1 and 2 are fluxional in solution owing to an exchange process between the coordinate and noncoordinate 2-pyridyl rings of the 2,2',2"-tpa ligand. Compound 2 is also fluxional owing to a cis-trans isomerization process, as determined by variable-temperature

  包含2,2'，2''-三吡啶胺（2,2'，2“ -tpa）或2,2'，3”-三吡啶胺（2,2'，3“ -tpa）的三种新型Zn（II）络合物已经合成并在结构上表征。化合物1，Zn（2,2'，2“ -tpa）Cl2具有四面体几何形状，而化合物2，Zn（2,2'，2” -tpa）2（O2CCF3）2和3，Zn（2， 2'，3“ -tpa）4（O2CCF3）2具有八面体的几何形状。1和2中的2,2'，2” -tpa配体用作双齿配体，与锌中心螯合，而2， 3中的2“，3” -tpa配体用作末端配体，通过3-吡啶基氮原子与锌中心结合。这三种化合物在溶液中和固态时均发出蓝色。溶液中三种化合物的最大发射峰分别为λ= 422、426和432 nm。配合物的蓝色发光归因于tpa配体的pi *-> pi过渡，这是通过对游离配体2,2'，2“ -tpa和配合物1的从头算来确定的。由于2,2'，2“ -tpa配体
• Anion Dependent Structures of Luminescent Silver(I) Complexes
  作者：Corey Seward、Jacquelyn Chan、Datong Song、Suning Wang

  DOI：10.1021/ic020480q

  日期：2003.2.24

  a ribbonlike 1D coordination polymer, in which each tpa ligand binds to three different silver centers via all three pyridyl groups, and the counterion remains coordinated to the Ag(I) center. Compounds 4, [Ag(tpa)(CH(3)CN)](n)(PF(6))(n), and 5, [Ag(tpa)(CH(3)CN)](n)() (ClO(4))(n), display ribbonlike structures resembling that of 3, except that the counterions are not coordinated. All complexes are

  AgX的反应，其中X =三氟乙酸盐（CF（3）CO（2）（-），tfa），硝酸盐（NO（3）（-）），三氟甲磺酸盐（三氟甲磺酸盐，CF（3）SO（3）（- ），OTf），六氟磷酸盐（PF（6）（-））或高氯酸盐（ClO（4）（-））与2,2'，3'-三吡啶胺（tpa）产生五个新颖的Silver（I）配合物，已在结构上进行了表征。这五个复合物具有相同的Ag / tpa 1：1化学计量比，但根据化合物中存在的抗衡离子表现出不同的配位模式。化合物1 [Ag（tpa）（tfa）]（n）（）形成通过桥接tfa抗衡离子连接的[Ag（tpa）（tfa）]（2）二聚体单元的一维配位聚合物。化合物2 [Ag（tpa）（CH（3）CN）（NO（3））]（n）仅通过Ag-N键形成锯齿形1D配位聚合物。在化合物1和2中，每个tpa配体均通过2-py和3-py基团与两个Ag（I）离子键合。化合物3 [Ag（tpa）
• Syntheses, Structures, and Luminescence of Novel Lanthanide Complexes of Tripyridylamine, <i>N,N,N</i><i>‘</i><i>,N</i><i>‘</i>-Tetra(2-pyridyl)-1,4-phenylenediamine and <i>N,N,N</i><i>‘</i><i>,N</i><i>‘</i>-Tetra(2-pyridyl)biphenyl-4,4‘-diamine
  作者：Wen-yu Yang、Lie Chen、Suning Wang

  DOI：10.1021/ic000623d

  日期：2001.1.1

  Two novel blue luminescent bridging ligands N,N,N 'N ' -tetra(2-pyridyl)-1,4-phenylenediamine (tppd) and N,N,N ' ,N ' -tetra(2-pyridyl)-1, 1 -biphenyl-4,4 ' -diamine (tpbpd) have been synthesized. Several novel lanthanide complexes containing 2,2 ' ,2 " -tripyridylamine (2,2 ' ,2 " -tpa), 2,2 ' ,3 " -tpa, tppd, or tpbpd ligands have been synthesized and characterized structurally, which include Pr(hfa)(3)(2,2 ' ,2 " -1pa), 1, Ln(tmhd)(3)(2,2 ' ,3 " -tpa), 2 (Ln = Dy, 2a; Eu, 2b; Tb, 2c; Sm, 2d), [Eu(tmhd)(3)][Pr(hfa)(3)](2,2 ' ,3 " -tpa), 3, [Pr(hfa)(3)](2)(tppd), 4, and [Ln(hfa)(3)](2)(tpbpd), 5, where Ln = Pr (5a), Eu (5b), tmhd = 2,2,6-tetramethyl-3,5-heptanedionato, and hfa = hexafluoroacetylacetonate. The Dy(III), Eu(III), and Tb(III) complexes display a bright photoluminescence, which can be achieved by either a: direct excitation process or an indirect excitation process. Compounds 2a-2d can be sublimed readily.