N,N-bis(3,5-dimethyl-1-pyrazolylmethyl)aminoethane | 85264-35-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: N,N-bis(3,5-dimethyl-1-pyrazolylmethyl)aminoethane
• 英文别名: N,N-bis(3,5-dimethylpyrazol-1-ylmethyl)aminoethane；bis-[(3,5-dimethylpyrazol-1-yl)methyl]ethylamine；bis[(3,5-dimethyl-1-pyrazolyl)methyl]ethylamine；bis(3,5-dimethylpyrazol-1-ylmethyl)ethylamine；bis[(3,5-dimethylpyrazolyl)methyl]ethylamine；N,N-bis[(3,5-dimethylpyrazol-1-yl)methyl]ethanamine
• CAS: 85264-35-3
• 化学式: C₁₄H₂₃N₅
• 分子量: 261.37
• InChiKey: OQDNBAXWONKDPU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  19
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  38.9
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N,N-bis(3,5-dimethyl-1-pyrazolylmethyl)aminoethane 以 乙醇 、 二氯甲烷 为溶剂， 生成 cis-[PdCl2(bis[(3,5-dimethyl-1-pyrazolyl)methyl]ethylamine)]*CH2Cl2
  参考文献：
  名称：

  Exploring the coordination chemistry and reactivity of hemilabile N-alkylaminopyrazole ligands towards Pd(II)

  摘要：

  Reaction of the N-alkylaminopyrazole (NN'N) ligands bis[(3,5-dimethyl-1-pyrazolyl)methyl]ethylamine (bdmae) and bis[(3,5dimethyl-1-pyrazolyl)methyl]isopropylamine (bdmai) with [PdCl2(CH3CN)(2)] in a 1:1 M/L ratio in CH2Cl2 produces cis-[PdCl2(NN'N)] (NN'N= bdmae (1), bdmai (2)). The solid state structure of complex 1 was determined by X-ray diffraction studies. The bdmae ligand is coordinated through the two N-pz atoms to the metal atom, which completes its coordination with two chlorine atoms in a cis disposition.Treatment of the corresponding ligand with [PdCl2(CH3CN)(2)] in 1: 1 M/L ratio in the presence of AgBF4 and metathesis with NaBPh4 in CH2Cl2/CH3OH (3:1) gave [PdCl(bdmae)](BPh4) (3), and in the presence of NaBPh4 in CH2Cl2/CH3CN (3:1) gave [PdCl(bdmai)](BPh4) (4). Complexes 1 and 2 were again obtained when complexes 3 and 4 were heated under reflux in a solution of Et4NCl in acetonitrile. These Pd(II) compounds were characterised by elemental analyses, conductivity measurements, IR, H-I and C-13{H-1} NMR, HMQC and NOESY spectroscopies. The NMR studies of the complexes prove the rigid conformation of the ligands when they are complexed. (c) 2006 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.ica.2006.05.046
• 作为产物：
  描述：

  3,5-二甲基吡唑 以 1,2-二氯乙烷 为溶剂， 反应 48.0h， 生成 N,N-bis(3,5-dimethyl-1-pyrazolylmethyl)aminoethane
  参考文献：
  名称：

  Driessen, Willem L., Recueil des Travaux Chimiques des Pays-Bas, 1982, vol. 101, # 12, p. 441 - 443

  摘要：

  DOI：

文献信息

• Synthesis of new platinum(II) compounds with several bidentate and tridentate nitrogen-donor ligands. Structural analyses by 1H, 13C{1H} and 195Pt{1H} NMR spectroscopy and X-ray crystal structure
  作者：M. del Carme Castellano、Josefina Pons、Jordi García-Antón、Xavier Solans、Mercè Font-Bardia、Josep Ros

  DOI：10.1016/j.ica.2008.01.016

  日期：2008.6

  The reaction of the N -alkylaminopyrazole ( NN ′) ligands 1-[2-(ethylamino)ethyl]-3,5-dimethylpyrazole (deae), 1-[2-( tert -butylamino)ethyl]-3,5-dimethylpyrazole (deat), or ( NN ′ N ) ligands bis[(3,5-dimethylpyrazolyl)methyl]ethylamine (bdmae) and bis[(3,5-dimethylpyrazolyl)ethyl]ethylamine (ddae) with [PtCl 2 (CH 3 CN) 2 ] affords a series of square-planar Pt(II) complexes with formula [PtCl 2 (

  N-烷基氨基吡唑（NN'）配体1- [2-（乙基氨基）乙基] -3,5-二甲基吡唑（deae），1- [2-（叔丁基氨基）乙基] -3,5-二甲基吡唑的反应（deat）或（NN'N）配体，双[[（3,5-二甲基吡唑基）甲基]乙胺（bdmae）和双[（3,5-二甲基吡唑基）乙基]乙胺（ddae）与[PtCl 2（CH 3 CN） ）2]提供了一系列具有式[PtCl 2（NN'）]（NN'= deae（1）; deat（2）），[PtCl 2（bdmae）]（3）的方形Pt（II）配合物，或[PtCl（ddae）] Cl（4）。在CH 2 Cl 2 /甲醇（3：1）中存在AgBF 4的情况下处理复合物4，得到[PtCl（ddae）]（BF 4）（5）。这些Pt（II）配合物已通过元素分析，电导率测量和IR，1 H，13 C 1 H}和195 Pt 1 H} NMR光谱进行了表征。配合物的1
• Copper(I) coordination compounds with two bidentate chelating pyrazole ligands. X-ray crystal structures of DI-μ-chloro-bis[[N,N-bis(1- pyrazolylmethyl)aminoethane]copper(I)] and [bis(N,N-bis(1-pyrazolylmethyl)aminoethane]copper(I) triflate
  作者：Yvon C.M. Pennings、Willem L. Driessen、Jan Reedijk

  DOI：10.1016/s0277-5387(00)83877-2

  日期：1988.1

  (aebp) form co- ordination compounds with copper(I) of stoichiometry [Cu(L)X], with X = Cl, Br, I and SCN, and [Cu(L)2X], with X = CF3SO3 and BF4. The ligands chelate in a bidentate manner, with only the pyrazole groups coordinating. The crystal structures of two representative examples have been determined: [Cu(aebp)Cl]2 is triclinic, space group P, with a = 8.711(2), b = 9.351(1) and c = 9.528(1) Å,

  氨基乙烷N，N-双（3,5-二甲基-1-吡唑基甲基）氨基乙烷（aebd）和N，N-双（1-吡唑基甲基）氨基乙烷（aebp）的吡唑衍生物与铜（ I）的化学计量为[Cu（L）X]，其中X = Cl，Br，I和SCN，[Cu（L）2 X]，其中X = CF 3 SO 3和BF 4。配体以二齿方式螯合，仅吡唑基团配位。确定了两个代表性实例的晶体结构：[Cu（aebp）Cl] 2是三斜晶，空间群P，a = 8.711（2），b = 9.351（1）和c = 9.528（1），α = 68.57（1）°，β= 61.47（1）°和γ= 77.82（1）°和Z=2 。对于1804次反射，标准的最小二乘法优化得到R = 0.029（R w = 0.038）。[Cu（aebp）2 ] CF 3 SO 3是单斜晶的，空间群P 2 1 / n，a = 13.352（5），b = 14.663（3）和c = 15
• Bis[(3,5-dimethyl-1-pyrazolyl)methyl]ethylamine − A Versatile Ligand for Complexation in RhI Cationic Complexes
  作者：René Mathieu、Glòria Esquius、Noël Lugan、Josefina Pons、Josep Ros

  DOI：10.1002/1099-0682(200109)2001:10<2683::aid-ejic2683>3.0.co;2-t

  日期：2001.9

  The bis[(3,5-dimethyl-1-pyrazolyl)methyl]ethylamine ligand (1) reacts with [Rh(COD)(THF)2][BF4] leading to [Rh(COD)(1)][BF4] ([2][BF4]) in which 1 is κ3 bonded in the solid state. Because of the steric bulk of 1,5-cyclooctadiene, it prefers the κ2 mode of bonding in solution. Substitution of 1,5-cyclooctadiene by carbon monoxide generates [3][BF4] in which 1 is κ3 bonded in solution and solid state

  双[(3,5-二甲基-1-吡唑基)甲基]乙胺配体 (1) 与 [Rh(COD)(THF)2][BF4] 反应生成 [Rh(COD)(1)][BF4] ([2][BF4]) 其中 1 是 κ3 以固态键合。由于 1,5-环辛二烯的空间体积，它在溶液中更喜欢 κ2 键合模式。用一氧化碳取代 1,5-环辛二烯生成 [3][BF4]，其中 1 是 κ3 键合的溶液和固态。变温 NMR 光谱研究提供了溶液中 κ3 κ2 平衡的证据。[3][BF4] 很容易脱羰为 [Rh(CO)(1)][BF4] [4][BF4]，其中 1 与 κ3 键合；然而，通过鼓泡一氧化碳，[3][BF4] 再生。报道了 [2][BF4]、[3][BPh4] 和 [4][BPh4] 的单晶 X 射线结构。
• Transition-metal co-ordination compounds containing a novel tridentate pyrazole chelating ligand. X-Ray crystal structure of [NN-bis(3,5-dimethylpyrazol-1-ylmethyl)aminoethane](nitrato-O)-(nitrato-O,O′)nickel (<scp>II</scp>)
  作者：Johan W. F. M. Schoonhoven、Willem L. Driessen、Jan Reedijk、Gerrit C. Verschoor

  DOI：10.1039/dt9840001053

  日期：——

  The synthesis and characterization of transition-metal co-ordination compounds containing the newly synthesized ligand NN-bis(3,5-dimethylpyrazol-1-ylmethyl)aminoethane (bdmpae) are described. The compounds have the general formulae [M(bdmpae)X2](M = Co, Ni, Cu, or Zn; X = Cl, Br, or NO3) and [M(bdmpae)2][ClO4]2(M = Co or Ni). The compounds have been characterized by spectroscopic measurements and

  的合成和含有新合成的配位体的过渡金属配合化合物表征NN -双（3,5-二甲基吡唑-1-基甲基）氨基乙烷（bdmpae）中有所描述。这些化合物的通式为[M（bdmpae）X 2 ]（M = Co，Ni，Cu或Zn； X = Cl，Br或NO 3）和[M（bdmpae）2 ] [ClO 4 ] 2（ M ＝ Co或Ni）。通过光谱测量和溶液中电导率研究对化合物进行了表征。在大多数化合物中，配体表现为螯合的三齿配体。在单加合物中，金属离子周围的配位是由两个阴离子完成的，从而形成五坐标的几何形状（X = Cl或Br）或六坐标的几何形状（X = NO3；在这种情况下，一种硝酸盐是单齿的，另一种是双齿的。双加合物似乎扭曲了金属离子的八面体配位几何形状。为了证明配体的螯合性质，特别是胺氮的配位，进行了一个代表性实例的X射线结构。[Ni（bdmpae）（NO 3） 2 ]的晶体属于空间群P 2 1 / c，其中a
• Organometallic rhodium (I) complexes with 1-alkylaminopyrazole ligands
  作者：Glòria Esquius、Josefina Pons、Ramón Yáñez、Josep Ros

  DOI：10.1016/s0022-328x(00)00662-8

  日期：2001.1

  New bidentate NN ' and tridentate NN 'N 1-alkylaminopyrazoles were synthesized and characterized by elemental analyses and spectroscopic methods. The reaction of [RhCl(cod)(2)] (cod = cycloocta-1,5-diene) with one equivalent of L 1-alkylaminopyrazoles afforded Rh2Cl2(L)(cod)(2) complexes (L = NN ' and NN 'N). These rhodium (I) compounds were studied by IR, H-1- and C-13-NMR and liquid mass (with electrospray and APCI interfaces) spectrometries. The H-1-NMR spectra and molar conductances of these complexes suggested the presence of 1:1 electrolyte species, [Rh(L)cod](+) [RhCl2(cod)](-), in solution. A combined electrospray and APCI liquid mass spectroscopy study confirmed the presence of both [Rh(L)cod](+) and [RhCl2(cod)](-) species in solution bur the existence of a neutral molecular form of complexes in solution could not be demonstrated. (C) 2001 Elsevier Science B.V. All rights reserved.