Synthesis and characterizations of N,N,N ',N '-tetrakis (diphenylphosphino)ethylendiamine derivatives: Use of palladium(II) complex as pre-catalyst in Suzuki coupling and Heck reactions

Date

2009-03-01

Author

AKBA, OSMAN
DURAP, FEYYAZ
AYDEMİR, MURAT
BAYSAL, AKIN
Guemguem, Bahattin
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

163
views

0
downloads

Oxidation of N,N,N',N'-tetrakis(diphenylphosphino)ethylendiamine (1) with elemental sulfur and selenium gives the corresponding sulfide and selenide, respectively, [(Ph2P(E))(2)NCH2CH2N(P(E)Ph-2)(2)] (E: S 1a, Se 1b). Complexes of 1 [(M2Cl4){(Ph2P)(2)NCH2CH2N(PPh2)(2)}] (M: Ni(II) 1c, Pd(II) 1d, Pt(II) 1e) were prepared by the reaction of 1 with NiCl2 or [MCl2(COD)] (M = Pd, Pt). The new compounds were characterized by NMR, IR spectroscopy and elemental analysis. The catalytic activity of Pd(II) complex 1d was tested in the Suzuki coupling reaction and Heck reaction. The palladium complex 1d catalyses the Heck reaction between styrene and aryl bromides as well as Suzuki coupling reaction between phenylboronic acid and arylbromides affording stilbenes and biphenyls in high yield, respectively.

Subject Keywords

Physical and Theoretical Chemistry, Inorganic Chemistry, Organic Chemistry, Materials Chemistry, Biochemistry

URI

https://hdl.handle.net/11511/63005

Journal

JOURNAL OF ORGANOMETALLIC CHEMISTRY

DOI

https://doi.org/10.1016/j.jorganchem.2008.11.063

Collections

Department of Chemistry, Article

Suggestions

OpenMETU
Core

Synthesis of ferrocenyl quinolines Zora, Metin (Elsevier BV, 2008-06-01) A convenient one-pot synthesis of ferrocenyl-substituted quinolines via a molecular iodine-catalyzed reaction of ferrocenylimines with enolizable aldehydes is reported. First, nucleophilic addition of the in situ generated enol to ferrocenylimine produces beta-anilinopropionaldehyde, which then undergoes intramolecular Friedel-Crafts reaction to give dihydroquinoline derivative. Finally, subsequent dehydration and aerobic oxidation affords ferrocenyl quinolines.
Synthesis of ferrocenyl pyrazoles by the reaction of (2-formyl-1-chlorovinyl)ferrocene with hydrazines Zora, Metin (Elsevier BV, 2007-10-15) Synthesis of ferrocenyl-substituted pyrazoles via the reaction between (2-formyl-1-chlorovinyl)ferrocene and hydrazine derivatives is described. Depending upon the substitution pattern of hydrazine, the reaction affords 1-alkyl/aryl-5-ferrocenylpyrazoles and/or 1-alkyl/ aryl-3-ferrocenylpyrazoles. The reaction appears to be general for a variety of hydrazine derivatives.
Synthesis of ferrocenyl pyrazoles by the reaction of 3-ferrocenylpropynal with hydrazinium salts Zora, Metin; Odabasoglu, Mustafa; Bueyuekguengoer, Orhan; Turgut, Guenseli (Elsevier BV, 2008-01-01) Synthesis of ferrocenyl-substituted pyrazoles via the reaction between 3-ferrocenylpropynal and hydrazinium salts is described. Depending upon the substitution pattern of hydrazine derivative, the reaction affords 1-alkyl/aryl-5-ferrocenylpyrazoles and/or 1-alkyl/aryl-3-ferrocenylpyrazoles. Structures of 5-ferrocenyl-1-phenyl-1H-pyrazole, 1-benzyl-5-ferrocenyl-1H-pyrazole and 2-(3-ferrocenylpyrazol-1-yl)ethanol were identified by X-ray crystallography.
Synthesis and characterization of the [Ni6Ge13(CO)(5)](4-) and [Ge9Ni2(PPh3)](2-) Zintl ion clusters Nalbant Esentürk, Emren; Eichhorn, B (Elsevier BV, 2006-01-23) Reactions between K4Ge9, Ni(CO)(2)(PPh3)(2), and 2,2,2-crypt in ethylenediamine solutions give two different products depending on reaction conditions. The [Ni6Ge13(CO)(5)](4-) ion (1) is formed at low temperatures (similar to 40 degrees C) and short reaction times whereas the [Ge9Ni2(PPh3)](2-) ion (2) forms at higher temperatures (similar to 118 degrees C). Both complexes were isolated as [K(2,2,2-crypt)](+) salts and characterized by single-crystal X-ray diffraction, electrospray mass spectrometry (ESI-M...
Synthesis and characterization of Co-Pb/SBA-15 mesoporous catalysts Akça, Burcu; Üner, Deniz; Department of Chemical Engineering (2006) Co and Pb are soft oxides, making them useful in partial oxidation catalysis. But it is difficult to prepare high surface area, nanometer size particles due to the low melting point of Pb. In the present study, SBA-15 samples are incorporated with Co and/or Pb at different weight loadings to provide a controlled geometry in nanometer scale via using direct synthesis method. The characterization of the synthesized samples was done by XRD, N2 adsorption isotherms, TEM images and XPS analysis. The increase in ...

Citation Formats

O. AKBA, F. DURAP, M. AYDEMİR, A. BAYSAL, B. Guemguem, and S. Özkar, “Synthesis and characterizations of N,N,N ‘,N ’-tetrakis (diphenylphosphino)ethylendiamine derivatives: Use of palladium(II) complex as pre-catalyst in Suzuki coupling and Heck reactions,” JOURNAL OF ORGANOMETALLIC CHEMISTRY, pp. 731–736, 2009, Accessed: 00, 2020. [Online]. Available: https://hdl.handle.net/11511/63005.