4-amino-(N-methylendiphenylphosphine)pyridine | 1192552-83-2

• 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: 4-amino-(N-methylendiphenylphosphine)pyridine
• 英文别名: N-[(diphenylphosphanyl)methyl]pyridin-4-amine；N-[(N-diphenylphosphino)methyl]amino-pyridine；N-diphenylphosphanylmethyl-4-aminopyridine；4-{[(diphenylphosphino)methyl]amino}pyridine；dppmapy；N-[(Diphenylphosphino)methyl]-4-pyridinamine；N-(diphenylphosphanylmethyl)pyridin-4-amine
• CAS: 1192552-83-2
• 化学式: C₁₈H₁₇N₂P
• 分子量: 292.32
• InChiKey: NUGGWIGDMXTPAX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  21
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  24.9
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-amino-(N-methylendiphenylphosphine)pyridine 、 silver thiocyanate 以 甲醇 、 氯仿 为溶剂， 以33%的产率得到([Ag2(μ-thiocyanate)2(N-diphenylphosphanylmethyl-4-aminopyridine)2]n
  参考文献：
  名称：

  Construction of [Ag2X2]-based complexes from reactions of Ag(i) salts with N-diphenylphosphanylmethyl-4-aminopyridine: isolation, structures, and luminescent properties

  摘要：

  N-二苯基膦酰甲基-4-氨基吡啶（dppmapy）与 K[Ag(CN)2]、Ag(dca)（dca = 双氰胺）、AgSCN、AgCl、AgBr 或 AgI 反应生成了六种 [Ag2X2]-based （X = CN-、dca、SCN-、Cl-、Br- 和 I-）化合物，即 [{Ag2(CN)2(dppmapy)}-0.5CHCl3]n（1）、[Ag2L2(dppmapy)2]n（2：L = dca；3：L = SCN）、[{Ag2L2(dppmapy)2}-sol]n（4：L = Cl，溶胶 = 0.5MeOH-0.5CH2Cl2；5：L = Br，溶胶 = 2CHCl3）和[Ag2I2(dppmapy)4]-3MeOH（6）。通过元素分析、红外光谱、粉末 X 射线衍射 (PXRD) 和单晶 X 射线衍射对 1-6 号络合物进行了表征。化合物 1 通过 dppmapy 配体桥接[(CN)Ag(μ-CN)Ag]片段，形成一维（1D）螺旋链。在 2、3 和 4 中，每个[Ag2X2]（X = dca、SCN、Cl）片段都通过 dppmapy 桥与另外两个等效片段相连，形成含有 16 个元环的一维链（2）或含有 20 个元环的一维双链（3）或含有 20 个元环的一维螺旋链（4）。化合物 5 具有一个由 36 个元金属大环组成的二维（2D）（4,4）网络，其中每个[Ag2Br2] 片段都是一个独特的平面四连接节点，通过 dppmapy 桥连接其他四个等效节点。配合物 6 有一个 [Ag2I2] 单元，每个 Ag 中心配位一对单齿 dppmapy 配体。此外，还研究了 1-6 在固态环境温度下的光致发光特性。

  DOI：

  10.1039/b925081f
• 作为产物：
  描述：

  二苯基膦 反应 29.0h， 生成 4-amino-(N-methylendiphenylphosphine)pyridine
  参考文献：
  名称：

  Bifunctional N–P ligands as building blocks for construction of multilayered metallodendrimers

  摘要：

  The synthesis of 4-amino(N-methylendiphenylphosphino)pyridine (1a) and its reaction with [PdCl2(cod)], [PtCl2(cod)], [AuCl(tht)], [RuCl2(p-cymene)](2), [RhCl(cod)](2) and [Pd(eta(3)-2-MeC3H4)Cl](2) to give [PdCl2(1a)(2)] (2), [PtCl2(1a)(2)] (3), [AuCl(1a)] (4), [RuCl2(p-cymene)(1a)] (5), [RhCl(cod)(1a)] (6) and [Pd(eta(3)-2-MeC3H4)Cl(1a)] (7) respectively are described. The new chelate complex [Pd(eta(3)-2-MeC3H4) (py-N(CH2-PPh2)(2))](OTf) (8) is also reported. Compounds 5 and 8 were characterized by single crystal X-ray diffraction. In all complexes prepared the metal atoms appear to be bonded through the P atom of 1a. The metalloligands 4, 5 and 8 have been reacted with the ruthenocarbosilanedendrimer 10 to afford new Ru-Au and Ru-Pd concentric metal layered dendrimers 11, 12 and 13. (C) 2012 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2012.06.010

文献信息

• Assembly of bicyclic or monocyclic clusters from [(η5-C5Me5)2Mo2(μ3-S)4(CuMeCN)2]2+ with tetraphosphine or N,P mixed ligands: syntheses, structures and enhanced third-order NLO performances
  作者：Zhi-Gang Ren、Sha Sun、Min Dai、Hui-Fang Wang、Chun-Ning Lü、Jian-Ping Lang、Zhen-Rong Sun

  DOI：10.1039/c1dt10685f

  日期：——

  cores are linked either by one dpppda or dppeda bridge to form a bicyclic structure or by a pair of bdppmapy or dppmapy bridges to afford a monocyclic structure. The third-order nonlinear optical (NLO) properties of 1 and 3–6 in MeCN were also investigated by femtosecond degenerate four-wave mixing (DFWM) technique with a 50 fs pulse width at 800 nm. Compounds 3–6 exhibited enhanced third-order NLO performances

  预成型簇的反应[（η 5 -C 5我5）2沫2（μ 3 -S）4的Cu 2（MeCN中）2 ]（CLO 4）2（1）具有两个tetraphosphine配体，1,4- Ñ，ñ，ñ '，ñ ' -四（diphenylphosphanylmethyl）苯二胺（dpppda）和N，N，N'，N'-四（diphenylphosphanylmethyl）乙二胺（dppeda），产生了两个双环簇[（η 5 -C 5我5）2莫2（μ 3 -S）4的Cu 2 ] 2（L）}（CLO 4）4（3：L = dpppda; 4：L = dppeda）。的类似反应1或[（η 5 -C 5我5）2沫2（μ 3 -S）4的Cu 2（MeCN中）2 ]（PF 6）2（2）具有两个N，P混合配体的，N， N-联（二苯基膦基甲基）-2-氨基吡啶（bdppmapy）和N-二苯基膦酰基甲基-4-氨基吡啶（dppmapy），得到两个单环簇[（η
• Counter-anion role in the formation of two supramolecular complexes: [Ag₂(DPP)₂](ClO₄)₂·CH₃CN and [Ag₂(DPP)₂(NO₃)₂] {DPP is<i>N</i>-[(diphenylphosphanyl)methyl]pyridin-4-amine}
  作者：Guang-Ming Liang、Jing Shang、Kun-Guo Yang、Kai Ma、Qing-Ling Ni

  DOI：10.1107/s2053229614005725

  日期：2014.4.15

  The title compounds, bisμ-N-[(diphenylphosphanyl)methyl]pyridin-4-amine-κ²N¹:P}disilver bis(perchlorate) acetonitrile monosolvate, [Ag₂(C₁₈H₁₇N₂P)₂](ClO₄)₂·CH₃CN, (1), and bisμ-N-[(diphenylphosphanyl)methyl]pyridin-4-amine-κ²N¹:P}bis[(nitrato-κ²O,O)silver], [Ag₂(C₁₈H₁₇N₂P)₂(NO₃)₂], (2), each contain disilver macrocyclic [Ag₂(C₁₈H₁₇N₂P)₂]²⁺cations lying about inversion centres. The cations are constructed by twoN-[(diphenylphosphanyl)methyl]pyridin-4-amine (DPP) ligands linking two Ag⁺cations in a head-to-tail fashion. In (1), the unique Ag⁺cation has a near-linear coordination geometry consisting of one pyridine N atom and one P atom from two different DPP ligands. Two ClO₄⁻anions doubly bridge two metallomacrocycles through Ag...O and N—H...O weak interactions to form a chain extending in thecdirection. The half-occupancy acetonitrile molecule lies with its methyl C atom on a twofold axis and makes a weak N...Ag contact. In (2), there are two independent [Ag(C₁₈H₁₇N₂P)]⁺cations. The nitrate anions weakly chelate to each Ag⁺cation, leading to each Ag⁺cation having a distorted tetrahedral coordination geometry consisting of one pyridine N atom and one P atom from two different DPP ligands, and two chelating nitrate O atoms. Each dinuclear [Ag₂(C₁₈H₁₇N₂P)₂(NO₃)₂] molecule acts as a four-node to bridge four adjacent equivalent molecules through N—H...O interactions, forming a two-dimensional sheet parallel to thebcplane. Each sheet contains dinuclear molecules involving just Ag1 or Ag2 and these two types of sheet are stacked in an alternating fashion. The sheets containing Ag1 all lie nearx= 1 \over 2}, 3 \over 2}, 5 \over 2}etc, while those containing Ag2 all lie nearx= 0, 1, 2etc. Thus, the two independent sheets are arranged in an alternating sequence atx= 0, 1 \over 2}, 1, 3 \over 2}etc. These two different supramolecular structures result from the different geometric conformations of the templating anions which direct the self-assembly of the cations and anions.

  标题化合物双μ-N-[(二苯基膦酰)甲基]吡啶-4-胺-κ2N1:P}双(高氯酸盐)乙腈单溶剂银[Ag2(C18H17N2P)2](ClO4)2-CH3CN，(1)和双μ-N-[(二苯基膦酰)甲基]吡啶-4-胺-κ2N1：P} 双[(硝基κ2O,O)银]，[Ag2( )2(NO3)2]，(2)，均含有位于反转中心的二银大环[Ag2( )2]2+阳离子。阳离子由两个 N-[（二苯基膦酰）甲基]吡啶-4-胺（DPP）配体以头对尾的方式连接两个 Ag+ 阳离子构成。在 (1) 中，唯一的 Ag+ 阳离子具有近似线性的配位几何形状，由来自两个不同 DPP 配体的一个吡啶 N 原子和一个 P 原子组成。两个 阴离子通过 Ag...O 和 N-H...O 的弱相互作用将两个金属大环双桥连接起来，形成一条沿 c 方向延伸的链。半占位乙腈分子的甲基 C 原子位于两倍轴上，并与 N... Ag 形成弱接触。在 (2) 中，存在两个独立的 [Ag( )]+阳离子。硝酸根阴离子与每个 Ag+ 阳离子发生弱螯合，导致每个 Ag+ 阳离子具有扭曲的四面体配位几何结构，该几何结构由来自两个不同 DPP 配体的一个吡啶 N 原子和一个 P 原子以及两个螯合硝酸根 O 原子组成。每个双核[Ag2( )2( )2]分子都是一个四节点，通过 N-H...O 相互作用连接四个相邻的等效分子，形成一个平行于平面的二维薄片。每个薄片都包含只涉及 Ag1 或 Ag2 的双核分子，这两种薄片交替堆叠。含有 Ag1 的薄片全部位于 x= 1 \over 2}、3 \over 2}、5 \over 2} 等附近，而含有 Ag2 的薄片全部位于 x= 0、1、2 等附近。因此，两个独立的薄片交替排列在 x= 0, 1\over 2}, 1, 3\over 2} 等处。这两种不同的超分子结构源于模板阴离子的不同几何构象，它们引导阳离子和阴离子的自组装。
• Interaction of free functional group with platinum(II) center in cyclometalated complexes: A structural and photophysical property investigation
  作者：Jun-Feng Zhang、Gan Xin、Wen-Fu Fu、Han Xu、Li Li

  DOI：10.1016/j.ica.2009.10.021

  日期：2010.1

  A series of flexible multidentate ligands containing N,P-donor, 2-[N-(diphenylphosphino)methyl]amino-pyridine (L-1), 2-[N-bi-(diphenylphosphino)methyl]amino-pyridine (L-2), 2-[N-(diphenylphosphino)methyl]amino-7-methyl-1,8-naphthyridine (L-3) and 4-[(N-diphenylphosphino)methyl]amino-pyridine) (L-4) have been synthesized. The mono-and dinuclear cyclometalated platinum(II) complexes [Pt(C boolean AND N boolean AND N)L-1]ClO4 (HC boolean AND N boolean AND N = 6-phenyl-2,2'-bipyridine), [Pt-2(C boolean AND N boolean AND N)(2)L-1](ClO4)(2), [Pt-2(C boolean AND N boolean AND N)(2)L-2](ClO4)(2), [Pt(C boolean AND N boolean AND N)L-3]ClO4 and [Pt-2(C boolean AND N boolean AND N)(2)L-4](ClO4)(2) were prepared and their structures determined by X-ray crystal analysis. These complexes exhibit long-lived bright orange emissions ranging from 560 to 610 nm in the solid state at room temperature. In solution, dinuclear complexes have emissions with higher quantum yields than mononuclear complexes. This can be attributed to intramolecular interaction of free functional group with Pt(II) at axial position, resulting in the quenching of phosphorescence for platinum(II) complexes in the (MLCT)-M-3 excited state. (C) 2009 Elsevier B. V. All rights reserved.