1,-[2-(diphenylphosphanyl)ethyl]-3,5-dimethylpyrazole | 491837-90-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1,-[2-(diphenylphosphanyl)ethyl]-3,5-dimethylpyrazole
• 英文别名: 1-[2-(Diphenylphosphino)ethyl]-3,5-dimethyl-1H-pyrazole；2-(3,5-dimethylpyrazol-1-yl)ethyl-diphenylphosphane
• CAS: 491837-90-2
• 化学式: C₁₉H₂₁N₂P
• 分子量: 308.363
• InChiKey: DKFGXISXAGBZDL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  22
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.21
• 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：

  tris(triphenylphosphine)ruthenium(II) chloride 、 1,-[2-(diphenylphosphanyl)ethyl]-3,5-dimethylpyrazole 以 二氯甲烷 为溶剂， 以90%的产率得到trans,cis,cis-[(κ2P,N-3,5-dimethyl(1-((2-diphenylphosphino)ethyl)pyrazole)2RuCl2]
  参考文献：
  名称：

  Synthesis of Ru(II) complexes of the new 1-[(P-diphenyl)-2-phosphinoethyl]-3,5-dimethylpyrazole ligand and study of their reactivity toward terminal alkynes

  摘要：

  The reaction between [RuCl2(PPh3)(3)] and one or two equivalent amounts of 1-[(P-diphenyl)-2-phosphinoethyl]-3,5-dimethylpyrazole (1) in dichloromethane gave [RuCl2(PPh3)(1)] (2) or [RuCl2(1)(2)] (3), respectively, in good yields. Activation of propargylic alcohol derivatives by 3 in refluxing dichloromethane and in the presence of NaBPh4 lead to the new allenylidene ruthenium complexes [RuCl(1)(2)(C=C=CPhCH3)][BPh4] ([4][BPh4]) and [RuCl(1)(2)(C=C=CPh2)][BPh4] ([5][BPh4]). The reaction between 3 and phenylacetylene in dichloromethane and in the presence of KPF6 affords the vinylidene complex [RuCl(1)(2)(C-CHPh)][PF6] ([6][PF6]). The X-ray diffraction studies of 2, 3, and [5][BPh4] are reported. (C) 2002 Elsevier Science B.V. All rights reserved.

  DOI：

  10.1016/s0022-328x(02)02156-3
• 作为产物：
  描述：

  3,5-二甲基吡唑 在 sodium hydroxide 、 正丁基锂 、 四丁基溴化铵 作用下， 以 四氢呋喃 、 正己烷 、 甲苯 为溶剂， 反应 48.5h， 生成 1,-[2-(diphenylphosphanyl)ethyl]-3,5-dimethylpyrazole
  参考文献：
  名称：

  一种新的潜在半稳定性配体：1-[2-(二苯基膦酰基)乙基]-3,5-二甲基吡唑的合成，及其与相关1-[2-(乙氨基)乙基]-3,5-二甲基吡唑的键合性能比较RhI 配体

  摘要：

  通过1-(氯乙基)-3,5-二甲基吡唑与PPh2Li反应制备了新的配体1-[2-(二苯基膦酰基)乙基]-3,5-二甲基吡唑(2)。双齿 N,N 配体 1-[2-(乙基氨基)乙基]-3,5-二甲基吡唑 (1) 和 2 与 [Rh(COD)(THF)2][BF4] 反应生成 [Rh(COD)( 1)][BF4] (3) 和 [Rh(COD)(2)][BF4] (4)，分别。在后一种复合物中用一氧化碳取代 1,5-环辛二烯生成 [Rh(CO)2(1)][BF4] (5) 和

  DOI：

  10.1002/1099-0682(200211)2002:11<2999::aid-ejic2999>3.0.co;2-a

文献信息

• 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.
• Synthesis of Ru(II) complexes of the new 1-[(P-diphenyl)-2-phosphinoethyl]-3,5-dimethylpyrazole ligand and study of their reactivity toward terminal alkynes
  作者：Glòria Esquius、Josefina Pons、Ramón Yáñez、Josep Ros、René Mathieu、Noël Lugan、Bruno Donnadieu

  DOI：10.1016/s0022-328x(02)02156-3

  日期：2003.2

  The reaction between [RuCl2(PPh3)(3)] and one or two equivalent amounts of 1-[(P-diphenyl)-2-phosphinoethyl]-3,5-dimethylpyrazole (1) in dichloromethane gave [RuCl2(PPh3)(1)] (2) or [RuCl2(1)(2)] (3), respectively, in good yields. Activation of propargylic alcohol derivatives by 3 in refluxing dichloromethane and in the presence of NaBPh4 lead to the new allenylidene ruthenium complexes [RuCl(1)(2)(C=C=CPhCH3)][BPh4] ([4][BPh4]) and [RuCl(1)(2)(C=C=CPh2)][BPh4] ([5][BPh4]). The reaction between 3 and phenylacetylene in dichloromethane and in the presence of KPF6 affords the vinylidene complex [RuCl(1)(2)(C-CHPh)][PF6] ([6][PF6]). The X-ray diffraction studies of 2, 3, and [5][BPh4] are reported. (C) 2002 Elsevier Science B.V. All rights reserved.
• Exploring the reactivity of an N-pyrazole, P-phosphine hybrid ligand with Cu(I), Ag(I) and Au(I) precursors
  作者：Sergio Muñoz、Josefina Pons、Josep Ros、Colin A. Kilner、Malcolm A. Halcrow

  DOI：10.1016/j.jorganchem.2011.04.019

  日期：2011.7

  The reactivity of (3,5-dimethyl-1H-pyrazol-1-yl)ethyldiphenylphosphine (L) hybrid ligand against Cu(I), Ag(I) and Au(I) has been assayed and compounds [Cu(L)(2)](PF6) (1), [Ag(L)](2)(PF6)(2)center dot 2C(2)H(4)Cl(2)center dot 2C(4)H(10)O (2) and [AuCl(L)](2) (3) have been isolated and fully characterised. A fully characterisation by analytical and spectroscopic methods of 1-3 are presented and X-ray crystal structures of 1 and 2 are also reported. The similar data obtained between 2 and 3 permits to do a serious purpose of the structure of 3 in solid and solution. (C) 2011 Elsevier B. V. All rights reserved.
• Synthesis of a New Potentially Hemilabile Ligand: 1-[2-(Diphenylphosphanyl)ethyl]-3,5-dimethylpyrazole, and Comparison of Its Bonding Properties with the Related 1-[2-(Ethylamino)ethyl]-3,5-dimethylpyrazole Ligand toward RhI
  作者：Glòria Esquius、Josefina Pons、Ramón Yáñez、Josep Ros、René Mathieu、Bruno Donnadieu、Noël Lugan

  DOI：10.1002/1099-0682(200211)2002:11<2999::aid-ejic2999>3.0.co;2-a

  日期：2002.11

  5-dimethylpyrazole (2) has been prepared by the reaction of 1-(chloroethyl)-3,5-dimethylpyrazole and PPh2Li. The bidentate N,N ligand 1-[2-(ethylamino)ethyl]-3,5-dimethylpyrazole (1) and 2 react with [Rh(COD)(THF)2][BF4] to give [Rh(COD)(1)][BF4] (3) and [Rh(COD)(2)][BF4] (4), respectively. Substitution of 1,5-cyclooctadiene with carbon monoxide in the latter complexes generates [Rh(CO)2(1)][BF4] (5) and

  通过1-(氯乙基)-3,5-二甲基吡唑与PPh2Li反应制备了新的配体1-[2-(二苯基膦酰基)乙基]-3,5-二甲基吡唑(2)。双齿 N,N 配体 1-[2-(乙基氨基)乙基]-3,5-二甲基吡唑 (1) 和 2 与 [Rh(COD)(THF)2][BF4] 反应生成 [Rh(COD)( 1)][BF4] (3) 和 [Rh(COD)(2)][BF4] (4)，分别。在后一种复合物中用一氧化碳取代 1,5-环辛二烯生成 [Rh(CO)2(1)][BF4] (5) 和