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(1,10-Phenanthroline-2,9-diyl)bis(diphenylphosphine oxide) (Ph2-BPPhen) is a tetradentate N,O-hybrid ligand featuring a phenanthroline core with diphenylphosphine oxide groups at the 2,9-positions. It demonstrates strong extraction and complexation capabilities for trivalent f-block elements, particularly Am(III) and Eu(III), due to the high affinity of its P=O groups for metal ions. The ligand forms both 1:1 and 2:1 (ligand:metal) complexes in solution, as confirmed by NMR, UV-vis spectroscopy, and X-ray crystallography. Its superior performance over other phenanthroline-derived ligands makes it a promising candidate for nuclear waste treatment. Additionally, its europium complexes exhibit notable photophysical properties, including red luminescence with high quantum yields, influenced by the counter-ion and ligand structure. (1,10-phenanthroline-2,9-diyl)bis(diphenylphosphine oxide) can be synthesized efficiently via palladium-catalyzed C–P coupling reactions.

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  • 122768-53-0 Structure
  • Basic information

    1. Product Name: (1,10-phenanthroline-2,9-diyl)bis(diphenylphosphine oxide)
    2. Synonyms: (1,10-phenanthroline-2,9-diyl)bis(diphenylphosphine oxide)
    3. CAS NO:122768-53-0
    4. Molecular Formula:
    5. Molecular Weight: 580.562
    6. EINECS: N/A
    7. Product Categories: N/A
    8. Mol File: 122768-53-0.mol
  • Chemical Properties

    1. Melting Point: N/A
    2. Boiling Point: N/A
    3. Flash Point: N/A
    4. Appearance: N/A
    5. Density: N/A
    6. Refractive Index: N/A
    7. Storage Temp.: N/A
    8. Solubility: N/A
    9. CAS DataBase Reference: (1,10-phenanthroline-2,9-diyl)bis(diphenylphosphine oxide)(CAS DataBase Reference)
    10. NIST Chemistry Reference: (1,10-phenanthroline-2,9-diyl)bis(diphenylphosphine oxide)(122768-53-0)
    11. EPA Substance Registry System: (1,10-phenanthroline-2,9-diyl)bis(diphenylphosphine oxide)(122768-53-0)
  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 122768-53-0(Hazardous Substances Data)

122768-53-0 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 122768-53-0 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,2,2,7,6 and 8 respectively; the second part has 2 digits, 5 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 122768-53:
(8*1)+(7*2)+(6*2)+(5*7)+(4*6)+(3*8)+(2*5)+(1*3)=130
130 % 10 = 0
So 122768-53-0 is a valid CAS Registry Number.

122768-53-0Downstream Products

122768-53-0Relevant articles and documents

Unfolding the Extraction and Complexation Behaviors of Trivalent f-Block Elements by a Tetradentate N,O-Hybrid Phenanthroline Derived Phosphine Oxide Ligand

Xu, Lei,Yang, Xiao,Wang, Zhipeng,Wang, Shihui,Sun, Mingze,Xu, Chao,Zhang, Xingwang,Lei, Lecheng,Xiao, Chengliang

, p. 2805 - 2815 (2021)

In this work, a tetradentate N,O-hybrid 2,9-bis(diphenylphosphine oxide)-1,10-phenanthroline (Ph2-BPPhen) ligand was studied for the coextraction of trivalent f-block elements from nitric acid media. The extraction as well as the complexation behaviors of Ph2-BPPhen with f-block elements were thoroughly investigated using 31P and 1H NMR spectrometry, UV-vis spectrophotometry, single crystal X-ray diffraction, and density functional theoretical (DFT) calculation. Ph2-BPPhen exhibits remarkably extraction ability for both Am(III) and Eu(III) and more than 99.5% of Am(III) and Eu(III) were extracted from 1.0 M HNO3 solution. Slope analysis suggests that both 2:1 and 1:1 ligand/metal complexes were probably formed during the extraction. The 1:1 and 2:1 Ln(III) complexes with Ph2-BPPhen were also identified in CH3OH solution by NMR spectrometry, and the stability constants were determined via UV-vis spectrophotometry. Structures of the 1:1 Eu(Ph2-BPPhen)(NO3)3 and Am(Ph2-BPPhen)(NO3)3 complexes were further elucidated by single X-ray crystallography and DFT calculations. The higher extractability of Ph2-BPPhen toward trivalent Am(III) and Eu(III) compared with the previously reported phenanthroline-derived amide and phosphonate ligands was attributed to the stronger affinity of the P= O(R)2 group to metal ions. The results from this work indicate that the N,O-hybrid 1,10-phenanthroline derived phosphine oxide ligand can serve as a new and promising candidate for coextraction of trivalent f-block elements in the treatment of nuclear waste.

Hard-and-soft phosphinoxide receptors for f-element binding: structure and photophysical properties of europium(iii) complexes

Borisova, Nataliya E.,Kharcheva, Anastasia V.,Patsaeva, Svetlana V.,Korotkov, Leonid A.,Bakaev, Sergey,Reshetova, Marina D.,Lyssenko, Konstantin A.,Belova, Elena V.,Myasoedov, Boris F.

, p. 2238 - 2248 (2017)

New phosphinoyl-containing tetradentate heterocycles preorganised for metal ion binding were designed and prepared in high yields. The X-ray structures of two allied phosphinoyl-bearing 2,2′-bipyridyl and phenanthroline ligands, as well as closely related structures of 2,6-bis(diphenylphosphinoyl)pyridine and 9-(diphenylphosphinoyl)-1,10-phenanthroline-2-one, are reported. Complexes of nitrates of several lanthanides and trifluoroacetate of Eu(iii) with two phosphinoyl-bearing 2,2′-bipyridyl and phenanthroline ligands were isolated and characterised. The first structures of lanthanide complexes with phosphinoyl-bearing 2,2′-bipyridyl and phenanthroline ligands are reported. The nature of the counter-ion is crucial for the coordination environment of the metal ion. The photophysical properties of the complexes differring in both the nature of the ligand and counter-ion were investigated. The photophysical properties of the complexes are strongly ligand- and counter-ion-dependent. Absorbance and luminescence excitation spectra of complexes showed main peaks in the UV range which correspond to the absorption of light by the ligand and these are ligand-dependent. Luminescence spectra of complexes show typical europium emission in the red region with a high quantum yield, which orresponds to the transitions5D0→7FJ (J = 0-6). The value of deviation of the components of5D0 →7F2 and5D0 →7F1 transitions from the inversion centre shows a larger dependence on the counter-ion than on the nature of the ligand. The value of the luminescence quantum yield is larger for europium complexes with 2,2′-bipyridyl-based ligands and NO3 counter-ions than for complexes with phenanthroline-based ligands and NO3 counter-ions. A low dependence of the luminescence lifetime of Eu complexes on the nature of the ligand has been demonstrated: values in the solid state were in the range 1.1-2.0 ms.

Synthesis of chelating tertiary phosphine oxides via palladium-catalysed C–P bond formation

Zakirova, Gladis G.,Mladentsev, Dmitrii Yu.,Borisova, Nataliya E.

, p. 3415 - 3417 (2017)

Bis(diphenylphosphine oxides) and bis(tert-butyl(phenyl)phosphine oxides) of 1,10-phenanthroline, 2,2′-bipyridine and pyridine were synthesised in good yields via the Pd(OAc)2/dppf mediated cross-coupling reactions between 6,6′-dichloro-2,2′-bi

An Approach to Nonsymmetric Bis(tertiary phosphine oxides) Comprising Heterocyclic Fragments via the Pd-Catalyzed Phosphorylation

Zakirova, Gladis G.,Mladentsev, Dmitrii Yu.,Borisova, Nataliya N.

supporting information, p. 1833 - 1837 (2020/09/21)

Nonsymmetric tertiary phosphine oxides with different five- and six-membered heterocyclic fragments such as pyridine, 2,2′-bipyridine, 1,10-phenantroline, quinoline, imidazole, and thiazole were synthesized in good yields via the successive introduction of phosphine oxide groups into the initial dihalogenated heterocycles by means of Pd-catalyzed phosphorylation reaction. The synthesis of pyridine-type compounds is hindered by competing double coupling, while for five-membered heterocycles the principal difficulty is the dehalogenation. Both side processes were successfully suppressed by the use of an excess of a dihalide (which can be easily recovered during the product purification step), proper phosphine ligand for palladium, and nonpolar solvent such as toluene.

A NEW FAMILY OF AROMATIC POLYIMINE CHELATES SUBSTITUTED WITH TWO DIPHENYLPHOSPHINES

Ziessel, Raymond

, p. 463 - 466 (2007/10/02)

Reaction of lithium diphenylphosphide with vicinal nitrogen disubstituted polyimines such as 1,8-naphtyridine, 4'-phenyl-2,2',6',2''-terpyridine, 2,2'-bipyridine or 1,10-phenanthroline produces in high yield a new series of heterofunctional ligands.

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