3,5-bis(diphenylphosphinoethyl)pyrazole | 1322736-52-6

• 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: 3,5-bis(diphenylphosphinoethyl)pyrazole
• 英文别名: 2-[3-(2-diphenylphosphanylethyl)-1H-pyrazol-5-yl]ethyl-diphenylphosphane
• CAS: 1322736-52-6
• 化学式: C₃₁H₃₀N₂P₂
• 分子量: 492.54
• InChiKey: WTXXGPBMQVZTJM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.5
• 重原子数：
  35
• 可旋转键数：
  10
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  28.7
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  bis(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate 、 3,5-bis(diphenylphosphinoethyl)pyrazole 在 N(C₂H₅)3 作用下， 以 二氯甲烷 为溶剂， 以75%的产率得到[(μ-κ2:κ2-3,5-bis(diphenylphosphinoethyl)pyrazolato)(Rh(η2:η2-1,5-cyclooctadiene))2]BF4
  参考文献：
  名称：

  3,5-Bis(diphenylphosphinoethyl)pyrazolate ligand (PNNPC2) and its dirhodium complexes: Comparison with related quadridentate dinucleating diphenylphosphinomethyl (PNNPPy) and phthalazine derivatives (PNNPPh)

  摘要：

  Dirhodium carbonyl complex with the 3,5-bis(diphenylphosphinoethyl) pyrazolato ligand (PNNPC2), [(mu-kappa(2): kappa(2)-PNNPC2) Rh-2(CO)(3)]BF4, is prepared and its reactivity is studied as compared with the previously reported 3,5-bis(diphenylphosphinomethyl)pyrazolate (PNNP), [(mu-kappa(2): kappa(2)-PNNP){Rh(CO)(2)}(2)]BF4, and 1,4-bis( diphenylphosphinomethyl) phthalazine (PNNPPh) derivatives, [(mu-kappa(2): kappa(2)-PNNPPh){Rh(CO)(2)}(2)](BF4)(2). The three quadridentate ligands are different in the size of the central ring and the charge; six-membered ring/neutral (PNNPC2) vs. five-membered ring/mono-negative (PNNP) vs. six-membered ring/neutral (PNNPPh). The number of the carbonyl ligands (n) in the dirhodium carbonyl complexes, [(mu-PNNP) Rh-2(CO)(n)](BF4)(x), is dependent on the dinucleating ligand: n = 2 (PNNPPh), 3 (PNNPC2) and 4 (PNNPPy). The three dirhodium carbonyl complexes serve as 4e-acceptors, and their reactivities turn out to be very similar as can be seen from formation of the analogous, unique tetranuclear l4-acetylide ([(mu-PNNP)(2){Rh(CO)}(4)(mu(4)-C C-R)](BF4)(x)) and mu(4)-dicarbide complexes ([(mu-PNNP)(2){Rh(CO)}(4)(mu(4)-C-2)](BF4)(x)). (C) 2011 Elsevier B. V. All rights reserved.

  DOI：

  10.1016/j.ica.2011.02.040
• 作为产物：
  描述：

  dimethyl 3,5-dioxoheptanedioate 在 lithium aluminium tetrahydride 、 氯化亚砜 、 lithium 、 一水合肼 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 17.0h， 生成 3,5-bis(diphenylphosphinoethyl)pyrazole
  参考文献：
  名称：

  3,5-Bis(diphenylphosphinoethyl)pyrazolate ligand (PNNPC2) and its dirhodium complexes: Comparison with related quadridentate dinucleating diphenylphosphinomethyl (PNNPPy) and phthalazine derivatives (PNNPPh)

  摘要：

  Dirhodium carbonyl complex with the 3,5-bis(diphenylphosphinoethyl) pyrazolato ligand (PNNPC2), [(mu-kappa(2): kappa(2)-PNNPC2) Rh-2(CO)(3)]BF4, is prepared and its reactivity is studied as compared with the previously reported 3,5-bis(diphenylphosphinomethyl)pyrazolate (PNNP), [(mu-kappa(2): kappa(2)-PNNP){Rh(CO)(2)}(2)]BF4, and 1,4-bis( diphenylphosphinomethyl) phthalazine (PNNPPh) derivatives, [(mu-kappa(2): kappa(2)-PNNPPh){Rh(CO)(2)}(2)](BF4)(2). The three quadridentate ligands are different in the size of the central ring and the charge; six-membered ring/neutral (PNNPC2) vs. five-membered ring/mono-negative (PNNP) vs. six-membered ring/neutral (PNNPPh). The number of the carbonyl ligands (n) in the dirhodium carbonyl complexes, [(mu-PNNP) Rh-2(CO)(n)](BF4)(x), is dependent on the dinucleating ligand: n = 2 (PNNPPh), 3 (PNNPC2) and 4 (PNNPPy). The three dirhodium carbonyl complexes serve as 4e-acceptors, and their reactivities turn out to be very similar as can be seen from formation of the analogous, unique tetranuclear l4-acetylide ([(mu-PNNP)(2){Rh(CO)}(4)(mu(4)-C C-R)](BF4)(x)) and mu(4)-dicarbide complexes ([(mu-PNNP)(2){Rh(CO)}(4)(mu(4)-C-2)](BF4)(x)). (C) 2011 Elsevier B. V. All rights reserved.

  DOI：

  10.1016/j.ica.2011.02.040

文献信息

• 3,5-Bis(diphenylphosphinoethyl)pyrazolate ligand (PNNPC2) and its dirhodium complexes: Comparison with related quadridentate dinucleating diphenylphosphinomethyl (PNNPPy) and phthalazine derivatives (PNNPPh)
  作者：Akiko Gondoh、Takashi Koike、Munetaka Akita

  DOI：10.1016/j.ica.2011.02.040

  日期：2011.8

  Dirhodium carbonyl complex with the 3,5-bis(diphenylphosphinoethyl) pyrazolato ligand (PNNPC2), [(mu-kappa(2): kappa(2)-PNNPC2) Rh-2(CO)(3)]BF4, is prepared and its reactivity is studied as compared with the previously reported 3,5-bis(diphenylphosphinomethyl)pyrazolate (PNNP), [(mu-kappa(2): kappa(2)-PNNP)Rh(CO)(2)}(2)]BF4, and 1,4-bis( diphenylphosphinomethyl) phthalazine (PNNPPh) derivatives, [(mu-kappa(2): kappa(2)-PNNPPh)Rh(CO)(2)}(2)](BF4)(2). The three quadridentate ligands are different in the size of the central ring and the charge; six-membered ring/neutral (PNNPC2) vs. five-membered ring/mono-negative (PNNP) vs. six-membered ring/neutral (PNNPPh). The number of the carbonyl ligands (n) in the dirhodium carbonyl complexes, [(mu-PNNP) Rh-2(CO)(n)](BF4)(x), is dependent on the dinucleating ligand: n = 2 (PNNPPh), 3 (PNNPC2) and 4 (PNNPPy). The three dirhodium carbonyl complexes serve as 4e-acceptors, and their reactivities turn out to be very similar as can be seen from formation of the analogous, unique tetranuclear l4-acetylide ([(mu-PNNP)(2)Rh(CO)}(4)(mu(4)-C C-R)](BF4)(x)) and mu(4)-dicarbide complexes ([(mu-PNNP)(2)Rh(CO)}(4)(mu(4)-C-2)](BF4)(x)). (C) 2011 Elsevier B. V. All rights reserved.