1-[2-(diphenylphosphanyl)ethyl]-3,5-diphenylpyrazole | 1129734-73-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 1-[2-(diphenylphosphanyl)ethyl]-3,5-diphenylpyrazole
• 英文别名: 3,5-diphenyl-1-(2-(diphenylphosphino)ethyl)pyrazole；1-(2-(diphenylphosphino)ethyl)-3,5-diphenylpyrazole；2-(3,5-Diphenylpyrazol-1-yl)ethyl-diphenylphosphane；2-(3,5-diphenylpyrazol-1-yl)ethyl-diphenylphosphane
• CAS: 1129734-73-1
• 化学式: C₂₉H₂₅N₂P
• 分子量: 432.505
• InChiKey: YODJSONKBUAQLJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.3
• 重原子数：
  32
• 可旋转键数：
  7
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  17.8
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1-[2-(diphenylphosphanyl)ethyl]-3,5-diphenylpyrazole 、 bis(acetonitrile)palladium(II) chloride 以 二氯甲烷 为溶剂， 反应 12.0h， 以56%的产率得到PdCl₂(LP4)
  参考文献：
  名称：

  New N -pyrazole, P -phosphine hybrid ligands and their reactivity towards Pd(II): X-ray crystal structures of complexes with [PdCl 2 ( N,P )] core

  摘要：

  Two new N-pyrazole, P-phosphine hybrids ligands: 1-[2-(diphenylphosphanyl)methyl1-3,5-dimethyl pyrazole (LP1) and 1-[2-(diphenylphosphanyl)propyl1-3,5-dimethylpyrazole (LP3) are presented. The reaction of these two ligands and two other ligands reported in the literature: 1-[2-(diphenylphosphanyl)ethyl1-3,5-dimethylpyrazole (LP2) and 1-[2-(diphenylphosphanyl)ethyl1-3,5-diphenylpyrazole (LP4) with [PdCl2(CH3CN)21 yield [PdCl2(LP)] (LP = LP1 (1), LP2 (2), LP3 (3) and LP4 (4)) complexes. All complexes are fully characterised by analytical and spectroscopic methods and the resolution of the crystal structure of complexes 2 and 3 by single crystal X-ray diffraction is also presented. In these complexes the ligands are coordinated to Pd(II) via kappa(2)(N,P) forming metallocycles of six (2) and seven (3) members and finish their coordination with two cis-chlorine atoms. Finally, complex 2 is studied in the palladium-catalysed C-C coupling reaction, being active even for aryl chlorides substrates. (C) 2015 Elsevier BY. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2015.10.007

文献信息

• Weakly coordinating counter-ions for highly efficient catalysis of intramolecular hydroamination
  作者：Serin L. Dabb、Joanne H. H. Ho、Richard Hodgson、Barbara A. Messerle、Jörg Wagler

  DOI：10.1039/b814168a

  日期：——

  iridium(I) complexes of the type [M(L∩L)(C2)]BArF24 (where M = Rh or Ir, L∩L = bis(pyrazol-1-yl)methane (bpm), bis(N-methylimidazol-2-yl)methane (bim) or 1-(2-(diphenylphosphino)ethyl)-3,5-diphenylpyrazole (Ph2PyP), C2 = 1,5-cyclooctadiene (COD) or (CO)2 and BArF24 = tetrakis[3,5-bis(trifluoromethyl)phenyl]borate) were synthesised in good yields. The solid-state structure of a number of complexes, including

  一系列的阳离子铑（我）和铱（我的类型[M（L）的配合物∩ L）（C 2）] BAR ˚F 24（其中M =铑或铱，L ∩ L =双（吡唑-1- yl）甲烷（bpm），双（N-甲基咪唑-2-基）甲烷 （bim）或 1-（2-（二苯基膦基）乙基）-3,5-二苯基吡唑（Ph 2 PyP），C 2 =1,5-环辛二烯（COD）或（CO）2和BAr F 24 =四[3,5-双（三氟甲基）苯基]硼酸酯）。多种配合物的固态结构，包括[Ir（Ph 2 PyP）（COD）] BAr F 24，[Ir（bpm）（COD）] BAr F 24和[Ir（bim）（COD）] BAr F 24是使用X射线晶体学。配合物的效率为催化剂 用于分子内加氢胺化 4-苯基-3-丁炔-1-胺， 4-戊炔-1-胺 和 2-（2-苯基乙炔基）苯胺建立了。棒的掺入˚F 24 -在铑（抗衡离子我）和Ir（我）配合物被发现显著提高复合物
• Rhodium(I) and Iridium(I) Complexes with Bidentate Phosphine−Pyrazolyl Ligands:  Highly Efficient Catalysts for the Hydroamination Reaction
  作者：Leslie D. Field、Barbara A. Messerle、Khuong Q. Vuong、Peter Turner、Tim Failes

  DOI：10.1021/om070057v

  日期：2007.4.1

  rhodium(I) and iridium(I) complexes containing bidentate phosphine−pyrazolyl ligands of general formulas [M(R2PyP)(COD)]BPh4 (R = Me, iPr, Ph, M = Ir, 3b−3d and M = Rh, 4b−4d), [Ir(R2PyP)(CO)2]BPh4 (R = Me, iPr, 5b,5c), and [M(R2PyP)(CO)Cl] (R = Me, iPr, Ph, M = Ir, 6b−6d and M = Rh, 7b−7d) were successfully synthesized. A number of these complexes and their analogues with unsubstituted ligands are extremely

  一系列含有通式[M（R 2 PyP）（COD）] BPh 4的双齿膦-吡唑基配体的铑（I）和铱（I）配合物（R = Me，i Pr，Ph，M = Ir，3b - 3D和M = RH，4B - 4D），物[Ir（R 2 PYP）（CO）2 ] BPH 4（R = Me中，我PR，图5b，图5c），和[M（R 2 PYP）（CO） Cl]（R = Me，i Pr，Ph，M = Ir，6b - 6d和M = Rh，7b - 7d）已成功合成。这些配合物及其具有未取代配体的类似物中的许多作为炔烃分子内加氢胺化的催化剂具有极高的活性。空气稳定的阳离子铱络合物，包含1,5-环辛二烯，COD作为共配体，[Ir（R 2 PyP）（COD）] BPh 4（R = H，Me，i Pr和Ph，3a - 3d）是高效的催化剂，可将4-戊炔-1-胺（8）环化为2-甲基-1-吡咯啉（9），在50％转化率（N t）下的转化率可达3100
• New N -pyrazole, P -phosphine hybrid ligands and their reactivity towards Pd(II): X-ray crystal structures of complexes with [PdCl 2 ( N,P )] core
  作者：Miguel Guerrero、Sergio Muñoz、Josep Ros、Teresa Calvet、Mercè Font-Bardía、Josefina Pons

  DOI：10.1016/j.jorganchem.2015.10.007

  日期：2015.12

  Two new N-pyrazole, P-phosphine hybrids ligands: 1-[2-(diphenylphosphanyl)methyl1-3,5-dimethyl pyrazole (LP1) and 1-[2-(diphenylphosphanyl)propyl1-3,5-dimethylpyrazole (LP3) are presented. The reaction of these two ligands and two other ligands reported in the literature: 1-[2-(diphenylphosphanyl)ethyl1-3,5-dimethylpyrazole (LP2) and 1-[2-(diphenylphosphanyl)ethyl1-3,5-diphenylpyrazole (LP4) with [PdCl2(CH3CN)21 yield [PdCl2(LP)] (LP = LP1 (1), LP2 (2), LP3 (3) and LP4 (4)) complexes. All complexes are fully characterised by analytical and spectroscopic methods and the resolution of the crystal structure of complexes 2 and 3 by single crystal X-ray diffraction is also presented. In these complexes the ligands are coordinated to Pd(II) via kappa(2)(N,P) forming metallocycles of six (2) and seven (3) members and finish their coordination with two cis-chlorine atoms. Finally, complex 2 is studied in the palladium-catalysed C-C coupling reaction, being active even for aryl chlorides substrates. (C) 2015 Elsevier BY. All rights reserved.