(1-benzyl-2-imidazolyl)diphenylphosphine | 162020-56-6

• 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-benzyl-2-imidazolyl)diphenylphosphine
• 英文别名: 1-benzyl-2-imidazolyl diphenylphosphine；1-benzyl-2-imidazolyl-diphenylphosphine；1-benzyl-2-imidazolyldiphenylphosphine；BzimPh2P；(1-Benzylimidazol-2-yl)-diphenylphosphane
• CAS: 162020-56-6
• 化学式: C₂₂H₁₉N₂P
• 分子量: 342.38
• InChiKey: HYYLPIOOHBWNQO-UHFFFAOYSA-N

物化性质

• 沸点：
  531.6±43.0 °C(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  25
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.05
• 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-benzyl-2-imidazolyl)diphenylphosphine 以 丙酮 为溶剂， 生成 [(RhCl)2(μ-CO)(μ-1-benzyl-2-imidazolyldiphenylphosphine)2]
  参考文献：
  名称：

  Rhodium, iridium and gold complexes of the short-bite ligand 1-benzyl-2-imidazolyldiphenylphosphine

  摘要：

  Reactions of [{M(mu-Cl)(cod)}(2)] (M = Rh, Ir) with 1-benzyl-2-imidazolyldiphenylphosphine gave the mononuclear P-bonded compounds [MCl(cod)(Ph(2)PBzIm)]. They react with [M(cod)(acetone)(x)]BF4 to give the cationic [{M(cod)}(2)(mu-Cl)(mu-Ph(2)PBzIm)](+) complexes, while they react with silver salts to give the homometallic dinuclear complexes HT-[{M(mu-Ph(2)PBzIm)(cod)}(2)](BF4)(2) (M = Rh, Ir) containing two mutually cis bridging ligands in a HT disposition. Addition of [AuCl(tht)] to [MCl(cod)(Ph(2)PBzIm)] gave the heterometallic complexes [MCl(cod)(mu-Ph(2)PBzIm)AuCl] with the gold atom coordinated to the P-end. While the Ir-Au compound remained as such in solution. the Rh-Au complex was found to be in equilibrium with [AuCl(Ph(2)PBzIm)] and [{Rh(mu-Cl)(cod)}(2)]. Reaction of trans-[RhCl(CO)(Ph(2)PBzIm)(2)] with [{Rh(mu-Cl)(CO)(2)}(2)] gave the 'A-frame' complex [{RhCl}(2)(mu-CO)(mu-Ph(2)PBzIm)(2)] while the reaction with [PdCl2(NCMe)(2)] resulted in the formation of three isomers of the metal-metal bonded compound [(CO)Cl2Rh(mu-Ph(2)PBzIm)(2)PdCl]. (C) 2002 Elsevier Science B.V. All rights reserved.

  DOI：

  10.1016/s0020-1693(02)01447-0

文献信息

• Reactions of Phosphine Ligands with Iridium Complexes Leading to C(sp³)−H Bond Activation
  作者：Cristina Tejel、Miguel A. Ciriano、Sonia Jiménez、Luis A. Oro、Claudia Graiff、Antonio Tiripicchio

  DOI：10.1021/om049142i

  日期：2005.3.1

  resulted in the oxidative addition of the C(sp3)−H bond from the benzyl group to the metal to give [IrHClPh2P(CHPh)Im}(Ph2PBnIm)] (1), fully characterized by an X-ray study. The related ligand 2-pyridyldiphenylphosphine (Ph2PPy) reacted with [Ir2(μ-Cl)2(coe)4] to give the mononuclear iridium(I) complex [IrCl(Ph2PPy)2] (2), which showed P,N-chelating and P-coordinated ligands. Addition of Ph2PBnIm to

  用短咬合双官能N，P-供体配体1-苄基-2-咪唑基二苯基膦（Ph 2 PBnIm）处理[Ir 2（μ-Cl）2（coe）4 ]（coe =环辛烯）导致氧化加成从苄基到金属的C（sp 3）-H键的化学键形成[IrHCl Ph 2 P（CHPh）Im}（Ph 2 PBnIm）]（1），已通过X射线研究对其进行了充分表征。相关的配体2-吡啶基二苯基膦（Ph 2 PPy）与[Ir 2（μ-Cl）2（coe）4 ]反应，得到单核铱（I）络合物[IrCl（Ph 2 PPy）2 ]（2），其显示了P，N-螯合和P-配位的配体。博士的加成2 PBnIm至2产生的替换P-协调的Ph 2聚吡咯配体与苄基C-H键除了铱沿开始，得到[IrHCl 博士2 P（CHPh配合）进出口}（PH 2聚吡咯）。该结果表明[IrCl（Ph 2 PBnIm）（L）]类型的单核络合物（L = P，N-螯合配体）是经历CH键活化反应的活性物质。[Ir
• Dinuclear gold(I) and silver(I) derivatives with bridging phosphines containing an imidazole ring; X-ray crystal structure of (1-benzyl-2-imidazolyl)diphenylphosphinegold(I)chloride
  作者：Alfredo Burini、Bianca Rosa Pietroni、Rossana Galassi、Giovanni Valle、Sandro Calogero

  DOI：10.1016/0020-1693(94)04258-w

  日期：1995.2

  (1-Benzyl-2-imidazolyl)diphenylphosphine [(BzIm)Ph(2)P] can act as a monodentate or bidentate ligand to afford mononuclear (BzIm)Ph(2)PAuCl (I) or dinuclear [mu-(BzIm)Ph(2)PAu](2+)(2)2X(-) (X = PF6-, BF4- or NO,-) (IIa,b,c) derivatives of gold(I). Analogous dinuclear silver(I) derivatives were obtained reacting the ligand [(BzIm)Ph(2)P] with AgX salts (X=NO3-, BF4-) (IIIa,b). In solution the silver complexes show a fluxional behaviour, and two conformers were observed by P-31 NMR spectroscopy. The structure of compound I was established by X-ray crystallography (monoclinic, space group C2/c, a = 18.068(2), b = 16.576(2), c = 15.391(2) Angstrom, beta = 117.2(2)degrees, Z = 8). The short intermolecular An Au distance of 3.03(2) Angstrom indicates a metal-metal interaction. The Au-197 Mossbauer parameters of compounds I and IIa are consistent with IR, NMR and crystallographic data.

  (1-苄基-2-咪唑基)二苯基膦 [(BzIm)Ph(2)P] 可以作为单齿或多齿配体，生成单核 (BzIm)Ph(2)PAuCl (I) 或双核 [μ-(BzIm)Ph(2)PAu](2+)(2)2X(-) (X = PF6-, BF4- 或 NO3-) (IIa,b,c) 的金(I)配合物。类似的双核银(I)配合物通过将配体 [(BzIm)Ph(2)P] 与 AgX 盐 (X=NO3-, BF4-) 反应获得 (IIIa,b)。在溶液中，银配合物表现出流动行为，通过 P-31 NMR 光谱观察到了两种构象。化合物 I 的结构通过 X 射线衍射确定（单斜系，空间群 C2/c，a = 18.068(2), b = 16.576(2), c = 15.391(2) 埃，β = 117.2(2) 度，Z = 8）。分子间较短的 Au-Au 距离为 3.03(2) 埃，表明存在金属-金属相互作用。化合物 I 和 IIa 的 Au-197 穆斯堡尔参数与红外光谱、NMR 和晶体学数据一致。
• Reversible C−H Bond Activation of a Bifunctional Phosphine Bridging Ligand across Two Unbonded Metal Centers
  作者：Cristina Tejel、Rita Bravi、Miguel A. Ciriano、Luis A. Oro、Marta Bordonaba、Claudia Graiff、Antonio Tiripicchio、Alfredo Burini

  DOI：10.1021/om0001671

  日期：2000.8.1

  metalation of a phenyl ring across two unbonded iridium centers to give orange crystals of [IrCl(cod)μ-PPh(C6H4)BzIm}IrHCl(cod)] (1). Complex 1 is in equilibrium with the mononuclear complex [IrCl(Ph2PBzIm)(cod)] and the active species undergoing the sp2-C−H activation, [IrCl(cod)}2(μ-Ph2PBzIm)], in solution. Abstraction of one chloride ligand from 1 with AgBF4 produces the deinsertion of the C−H

  [Ir（μ-Cl）（cod）} 2 ]与短位双官能N，P-供体配体（1-苄基-2-咪唑基）二苯基膦（Ph 2 PBzIm）的反应生成黄色络合物[IrCl（ Ph 2 PBzIm）（cod）]（2）。进一步加入[的Ir（μ-Cl）的（COD）}的2 ]至2的结果在跨越两个未粘结的铱中心苯环的可逆金属化，得到[的IrCl（COD）μ-PPH（C的橙色晶体6 H 4）BzIm} IrHCl（cod）]（1）。配合物1与单核配合物[IrCl（Ph 2 PBzIm）（cod）]和经历sp 2的活性物质处于平衡状态-C-H活化，[的IrCl（COD）} 2（μ-PH 2 PBzIm）]，在溶液中。从一个氯化物配体的抽象1与的AgBF 4产生C-H键的产生阳离子络合物[的Ir（cod）}的脱出2（μ-PH 2 PBzIm）（μ-Cl）的] BF 4，其再生1加入氯化物可溶的盐。阳离子络合物[的Ir（cod）}
• Synthesis and crystal structure determination of the bicyclic [bis(μ-P,N-1-benzyl-2-imidazolyl-diphenylphosphine) (μ-O,O′-diperchlorate)dimercury(II)][diperchlorate]
  作者：Rossana Galassi、Fiorella Bachechi、Alfredo Burini

  DOI：10.1016/j.molstruc.2006.01.007

  日期：2006.6

  the only solid product isolated in the case of cadmium and the predominant species in solution both for zinc and cadmium reactions. The crystal structure of [bis(μ- P , N -1-benzyl-2-imidazolyl-diphenylphosphine)(μ- O , O ′-diperchlorate)dimercury(II)][diperchlorate] shows two centrosymmetric Hg atoms as a part of an eight member cycle formed by two bridging (Bzim)Ph 2 P ligands coordinated in a head-to-tail

  摘要 为了测试第 12 族高氯酸盐在膦配体方面的氧化能力，供体 P、N 膦配体（1-苄基-2-咪唑基-二苯基膦，L）和已执行相应的盐。在所有情况下都没有观察到配体氧化，而突出了金属络合。物质 L 2 M 2 (ClO 4 ) 4 形成的优势越来越大，Cd 3 M(ClO 4 ) 2 是唯一在镉的情况下分离的固体产物，并且是锌和镉反应的主要物质在溶液中。[bis(μ-P , N -1-benzyl-2-imidazolyl-diphenylphosphine)(μ-O , O'-diperchlorate)dimercury(II)][diperchlorate] 显示两个中心对称的 Hg 原子，作为由两个桥接 (Bzim)Ph 2 P 配体与 P 和 N 以头对尾模式协调形成的八成员循环的一部分作为供体原子。每个 Hg 原子与 ClO 4 的两个对称相关分子的氧原子相互作用 - 桥接金属中
• Synthesis of dinuclear dicationic heterobridged gold(I) ring derivatives with bis(diphenylphosphines) and bihapto symmetric or asymmetric ligands containing heterocycles: 31P NMR investigations
  作者：Alfredo Burini、Rossana Galassi、Bianca Rosa Pietroni、Giovanni Rafaiani

  DOI：10.1016/s0022-328x(96)06180-3

  日期：1996.7

  The reactions of [Au-2 mu-bis(diphosphine)](2+) with 1,3-asymmetric bihapto or 1,5-symmetric bihapto ligands yield the heterobridged complexes [Au-2 mu-bis(diphosphine) mu-(L'-L')](2+) (I-VIII) where the bis(diphospine) can be: dppm = bis(diphenylphosphinomethane), dppe = bis(diphenylphosphino)ethane, or dppp = bis(diphenylphosphino)propane; L'-L' can be: (1-benzyl-2-imidazolyl)diphenylphosphine, 2-mercapto-1-methylimidazole, or 1, 1'-methylenedipyrazole. The gold(I) complexes were characterized especially by P-31 NMR spectroscopy, and in two cases equilibrium reactions were also detected. Moreover, a P-31 NMR data correlation between the chemical shifts and the increase of the number of methylene groups in the bisphosphine ligands is also reported.