(2-(2-(diphenylphosphino)ethyl)pyridyl)gold(I) chloride | 937172-17-3

• 英文名称: (2-(2-(diphenylphosphino)ethyl)pyridyl)gold(I) chloride
• 英文别名: [AuCl((2-pyridylethyl)diphenylphosphine)]；[AuCl2(PPh2CH2CH2py)]
• CAS: 937172-17-3
• 化学式: C₁₉H₁₈AuClNP
• 分子量: 523.752
• InChiKey: YABVTPDTLCBRKA-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  None
• 重原子数：
  None
• 可旋转键数：
  None
• 环数：
  None
• sp3杂化的碳原子比例：
  None
• 拓扑面积：
  None
• 氢给体数：
  None
• 氢受体数：
  None

反应信息

• 作为反应物：
  描述：

  (2-(2-(diphenylphosphino)ethyl)pyridyl)gold(I) chloride 、 chloro(1,5-cyclooctadiene)rhodium(I) dimer 以 二氯甲烷 为溶剂， 以85%的产率得到[AuRhCl2(μ-(2-pyridylethyl)diphenylphosphine)(cyclooctadiene)]
  参考文献：
  名称：

  Heteropolynuclear Gold Complexes with Metallophilic Interactions: Modulation of the Luminescent Properties

  摘要：

  Metalloligands of stoichiometry [AuCl(P-N)] have been obtained by the reaction of the heterofunctional phosphines P-N = PPh(2)py, PPh(2)CH(2)CH(2)py, or PPhpy(2) with [AuCl(tht)] (tht = tetrahydrothiophene). Reactions of these metalloligands with several metal compounds have afforded heteropolynuclear species which exhibit luminescent properties. The stoichiometries depend on the molar ratio and the heterometal. Thus, the reaction with [Cu(NCMe)(4)](+) in a molar ratio 2:1 gives the trinuclear compounds Au2CuCl2(P-N)(2)](+) in which the structure and Au...Cu interactions depend on the phosphine ligand. With rhodium and iridium derivatives the reactivity is different leading to complexes of the type [AuMCl2(cod)(P-N)] for P N = PPh(2)py, PPhpy(2), and [Au2M2C1(cod)2(P N)21C1 with PPh(2)CH(2)CH(2)py. Using [MCl2(NCPh)2] (M = Pd, Pt) in a 2:1 molar ratio yields [Au2MCI4(P N)21 and in a 1:1 molar ratio [AuPdC13(y3-PPhpy(2))]. Several compounds have been characterized by X-ray diffraction showing in many cases short Au...M distances. The luminescence of these derivatives has been studied. The metalloligands display bands assigned to intraligand (IL) transitions. For the bimetallic (Au/M) systems the luminescence depends on the heterometal present and on the metallophilic interactions. The most important excitations in the relevant energy range were assigned essentially a MMLCT character (from Rh/Ir and Au to ligands) based on density functional theory (DFT) calculations in selected complexes. The luminescence behavior in Rh/Ir [AuMC12(cod)(PPh2py)1 complexes was interpreted on the basis of the different nature of the half occupied orbitals in the triplet state.

  DOI：

  10.1021/ic100413x
• 作为产物：
  描述：

  (tetrahydrothiophene)gold(I) chloride 、 2-(2-(二苯基膦基)乙基)吡啶 以 二氯甲烷 为溶剂， 以82%的产率得到(2-(2-(diphenylphosphino)ethyl)pyridyl)gold(I) chloride
  参考文献：
  名称：

  Heteropolynuclear Gold Complexes with Metallophilic Interactions: Modulation of the Luminescent Properties

  摘要：

  Metalloligands of stoichiometry [AuCl(P-N)] have been obtained by the reaction of the heterofunctional phosphines P-N = PPh(2)py, PPh(2)CH(2)CH(2)py, or PPhpy(2) with [AuCl(tht)] (tht = tetrahydrothiophene). Reactions of these metalloligands with several metal compounds have afforded heteropolynuclear species which exhibit luminescent properties. The stoichiometries depend on the molar ratio and the heterometal. Thus, the reaction with [Cu(NCMe)(4)](+) in a molar ratio 2:1 gives the trinuclear compounds Au2CuCl2(P-N)(2)](+) in which the structure and Au...Cu interactions depend on the phosphine ligand. With rhodium and iridium derivatives the reactivity is different leading to complexes of the type [AuMCl2(cod)(P-N)] for P N = PPh(2)py, PPhpy(2), and [Au2M2C1(cod)2(P N)21C1 with PPh(2)CH(2)CH(2)py. Using [MCl2(NCPh)2] (M = Pd, Pt) in a 2:1 molar ratio yields [Au2MCI4(P N)21 and in a 1:1 molar ratio [AuPdC13(y3-PPhpy(2))]. Several compounds have been characterized by X-ray diffraction showing in many cases short Au...M distances. The luminescence of these derivatives has been studied. The metalloligands display bands assigned to intraligand (IL) transitions. For the bimetallic (Au/M) systems the luminescence depends on the heterometal present and on the metallophilic interactions. The most important excitations in the relevant energy range were assigned essentially a MMLCT character (from Rh/Ir and Au to ligands) based on density functional theory (DFT) calculations in selected complexes. The luminescence behavior in Rh/Ir [AuMC12(cod)(PPh2py)1 complexes was interpreted on the basis of the different nature of the half occupied orbitals in the triplet state.

  DOI：

  10.1021/ic100413x

文献信息

• Unprecedented Luminescent Heteropolynuclear Aggregates with Gold Thiolates as Building Blocks
  作者：Olga Crespo、M. Concepción Gimeno、Antonio Laguna、Fernando J. Lahoz、Carmen Larraz

  DOI：10.1021/ic201245q

  日期：2011.10.3

  phosphine ligand. The treatment of [Au(SC6F5)(PPh2py)] with silver and copper compounds in other molar ratios has been carried out. In a 2:1 ratio, the complexes [Au2M(μ-SC6F5)2(μ-PPh2py)2]X (M = Ag, X = OTf (12); M = Cu, X = PF6 (13)) are obtained. The same reaction in a 4:3 molar ratio affords the species [Au4M2(μ-SC6F5)3(μ-PPh2py)4]X3 (M = Ag, X = OTf (14); M = Cu, X = PF6 (15)). The crystal structures

  [AuCl（P–N）]与五氟硫酚HSC 6 F 5的反应，其中P–N代表杂功能膦配体，得到硫醇盐金衍生物[Au（SC 6 F 5）（P–N）] （PN = PPh 2 py（1），PPh 2 CH 2 CH 2 py（2）或PPhpy 2（3））。配合物[Au（SC 6 F 5）（PPh 2 py）]（1）与[Au（OTf）（PPh 2 py）]以1：1或1：2的摩尔比反应，生成双核或三核物质[Au 2（μ-SC6 ˚F 5）（PPH 2 PY）2 ]光学传递函数（4）和[金3（μ 3 -SC 6 ˚F 5）（PPH 2 PY）3 ]（OTF）2（5）中，用硫醇盐充当双或三重桥联配体。已经研究了不同比例的单核化合物[Au（SC 6 F 5）（P–N）]对银或铜盐的反应性。因此，用Ag（OTf）或[Cu（NCMe）4 ] PF 6处理[Au（SC 6 F 5）（PN）]以1：1的摩尔比给出的
• Impedance technology reveals correlations between cytotoxicity and lipophilicity of mono and bimetallic phosphine complexes
  作者：P. Fonteh、A. Elkhadir、B. Omondi、I. Guzei、J. Darkwa、D. Meyer

  DOI：10.1007/s10534-015-9851-y

  日期：2015.8

  Label free impedance technology enables the monitoring of cell response patterns post treatment with drugs or other chemicals. Using this technology, a correlation between the lipophilicity of metal complexes and the degree of cytotoxicity was observed. Au(L1)Cl (1), AuPd(L1)(SC4H8)Cl-3 (1a) and Au(L2)Cl (2) [L1 = diphenylphosphino-2-pyridine; L2 = 2-(2-(diphenylphosphino)ethyl)-pyridine] were synthesised, in silico drug-likeness and structure-activity relationship monitored using impedance technology. Dose dependent changes in cytotoxicity were observed for the metal complexes resulting in IC50s of 12.5 +/- A 2.5, 18.3 +/- A 8.3 and 16.9 +/- A 0.5 A mu M for 1, 1a and 2 respectively in an endpoint assay. When a real time impedance assay was used, dose-dependent responses depicting patterns that suggested slower uptake (at a toxic 20 A mu M) and faster recovery of the cells (at the less toxic 10 A mu M) of the bimetallic complex (1a) compared to the monometallic complexes (1 and 2) was observed. These data agreed with the ADMET findings of lower aqueous solubility of 1a and non-ideal lipophilicity (AlogP98 of 6.55) over more water soluble 1 and 2 with ideal lipophilicity (4.91 and 5.03 respectively) values. The additional coordination of a Pd atom to the nitrogen atom of a pyridine ring, the sulfur atom of a tetrahydrothiophene moiety and two chlorine atoms in 1a could be contributing to the observed differences when compared to the monometallic complexes. This report presents impedance technology as a means of correlating drug-likeness of lipophilic phosphine complexes containing similar backbone structures and could prove valuable in filtering drug-like compounds in a drug discovery project.