Synthesis, characterization, crystal and molecular structure of diphenyloxophosphinoethylenediamines

Date

2006-11-13

Author

Guemguem, Bahattin
Akba, Osman
Durap, Feyyaz
Yildirim, Leyla Tatar
Uelkue, Dincer
Özkar, Saim

Metadata

Show full item record

This work is licensed under a Creative Commons Attribution-NonCommercial-NoDerivatives 4.0 International License.

Item Usage Stats

183
views

0
downloads

Bis-, tris- and tetrakis(diphenyloxophosphino)ethylenediamine compounds can be synthesized starting with ethylenediamine and chlorodiphenylphosphine. Bis(diphenylphosphino)ethylenediamine and tris(diphenylphosphino)ethylenediamine are formed as intermediates and can be oxidized to the respective phosphine oxides by oxygen dissolved in the reaction solution, while tetrakis(diphenylphosphino)ethylenediamine is less liable to oxidation and its oxidation requires a stronger oxidizing agent such as hydrogen peroxide. All the three phosphine oxides and tetrakis(diphenylphosphino)ethylenediamine can be isolated as analytically pure solid materials and are fully characterized by elemental analysis, MS and NMR spectroscopies. The crystal and molecular structure of tris(diphenylphosphino)ethylenediamine was elucidated by single crystal X-ray diffraction analysis.

Subject Keywords

Aminophosphine, NMR, Hydrogen bonding, Chlorodiphenylphosphine, Crystal structure, (Diphenylphosphino)Ethylenediamines

URI

https://hdl.handle.net/11511/63001

Journal

POLYHEDRON

DOI

https://doi.org/10.1016/j.poly.2006.05.035

Collections

Department of Chemistry, Article

Suggestions

OpenMETU
Core

Synthesis and characterizations of 3,3 '-bis(diphenylphosphinoamine)-2,2 '-bipyridine and 3,3 '-bis(diphenylphosphinite)-2,2 '-bipyridine and their chalcogenides Baysal, Akin; Aydemir, Murat; Durap, Feyyaz; Guemguem, Bahattin; Özkar, Saim; Yildirim, Leyla Tatar (2007-08-06) New bis(phosphinoamine) and bis(phosphinite) derivatives of 2,2'-bipyridine were prepared through a single step reaction of 3,3'-diamino-2,2'-bipyridine or 3,3'-dihydroxy-2,2'-bipyridine with diphenylehlorophosphine, respectively. Their P = E chalcogenides (E = 0, S, Se) were also prepared. All the new compounds were characterized by elemental analysis, IR and NMR spectroscopies. The molecular structure of 3.3'-bis(diphenylthiophosphinite)-2,2'-bipyridine was elucidated by single-crystal X-ray crystallograp...
Synthesis and characterization of new bis(diphenylphosphino)aniline ligands and their complexes: X-ray crystal structure of palladium(II) and platinum(II) complexes, and application of palladium(II) complexes as pre-catalysts in Heck and Suzuki cross-coupling reactions AYDEMİR, MURAT; DURAP, FEYYAZ; BAYSAL, AKIN; AKBA, OSMAN; Gumgum, Bahattin; Özkar, Saim; Yildirim, Leyla Tatar (Elsevier BV, 2009-08-05) Two new bis(diphenylphosphino)isopropylphenylamines, (PPh(2))(2)N-C(6)H(4)-CH(CH(3))(2), having the isopropyl substituent at the carbon atom 2 (1) or 4 (2), were prepared by the aminolysis of chlorodiphenylphosphine with isopropyl substituted aniline at the ortho- or para-position, respectively, under anaerobic conditions. Oxidation of 1 and 2 with either aqueous hydrogen peroxide, elemental sulfur or grey selenium in thf gave the corresponding oxides, sulfides and selenides (Ph(2)P=E)(2)N-C(6)H(4)-CH(CH(3)...
POLYMERIZATION OF BIS(TRICHLOROPHENOXO) ETHYLENEDIAMINE COPPER (II) COMPLEX BY ELECTRO-OXIDATION Yiğit, S.; Kısakürek, D.; Türker, L; Toppare, Levent Kamil; Akbulut, Ural (Elsevier BV, 1989-02-01) Electroinitiated polymerization of bis(trichlorophenoxo) ethylenediamine copper (II) complex was carried out in dimethyl-formamide at various anodic peak potentials of the complex. The oxidation and reduction peak potentials were determined by cyclic voltammetry. These potentials were measured in tetrabutylammonium fluoroborate-dimethylformamide supporting electrolyte-solvent couple at room temperature. Polymerization reactions were carried out under air and nitrogen atmospheres using a constant potential a...
Synthesis, characterization and crystal structure of bis(acetylacetonato)dimethanolnickel(II): [Ni(acac)(2)(MeOH)(2)] Metin, Oender; Yildirim, Leyla Tatar; Özkar, Saim (2007-09-01) Bis(acetylacetonato)dimethanolnickel(II) was isolated as turquoise needle-like crystals by recrystallization of bis(acetylacetonato)nickel(II) from methanol solution and fully characterized by H-1 and C-13 NMR, FT-IR spectroscopy, and single crystal X-ray diffraction. The X-ray structure analysis gives essentially a triclinic unit cell of bis(acetylacetonato)dimethanolnickel(II) containing one centrosymmetric molecule of the formula Ni[(O2C2H7)(2)(OHCH3)(2)], The Ni(II) ion is located at the inversion centr...
ELECTROINITIATED POLYMERIZATION OF BIS(TRICHLOROPHENOXO)-TETRAMETHYLETHYLENE DIAMINE COPPER(II) SACAK, M; Akbulut, Ural; KISAKUREK, D; TURKER, L; Toppare, Levent Kamil (Wiley, 1989-04-01) Electroninitiated polymerization of bis(trichlorophenoxo)‐N,N,N′,N′‐tetramethylethylene diamine copper(II) was achieved in acetonitrile at various peak potentials of the monomer. A constant potential approach was selected in polymerization reactions. Electrolyses were carried out under air, nitrogen, and oxygen atmospheres. Structural analyses of the polymers were done by 1H‐NMR and 13C‐NMR FT–IR spectroscopy. Molecular weights of the polymers were determined by vapor pressure (isopiestic) method.

Citation Formats

B. Guemguem, O. Akba, F. Durap, L. T. Yildirim, D. Uelkue, and S. Özkar, “Synthesis, characterization, crystal and molecular structure of diphenyloxophosphinoethylenediamines,” POLYHEDRON, pp. 3133–3137, 2006, Accessed: 00, 2020. [Online]. Available: https://hdl.handle.net/11511/63001.