SYNTHESIS AND CHARACTERIZATION OF N-(4-ACETYLPHENYL)-N-(DIPHENYLPHOSPHINO)- P,P-DIPHENYLPHOSPHINOUS AMIDE DERIVATIVES: APPLICATION OF A Pd(ΙΙ) DERIVATIVE AS A PRE-CATALYST IN THE SUZUKI CROSS-COUPLING REACTION

H. T. Al-Masri; Z. Moussa; N. M. Al Masaeid

doi:10.1134/S0022476620110086

SYNTHESIS AND CHARACTERIZATION OF N-(4-ACETYLPHENYL)-N-(DIPHENYLPHOSPHINO)- P,P-DIPHENYLPHOSPHINOUS AMIDE DERIVATIVES: APPLICATION OF A Pd(ΙΙ) DERIVATIVE AS A PRE-CATALYST IN THE SUZUKI CROSS-COUPLING REACTION

H. T. Al-Masri, Z. Moussa, N. M. Al Masaeid

Department of Chemistry

Research output: Contribution to journal › Article › peer-review

3 Citations (Scopus)

Abstract

Abstract: The reaction of p-aminoacetophenone with two equivalents of chlorodiphenylphosphine yields the (p-CH₃CO)C₆H₄N(PPh₂)₂ ligand (1) in a good yield. The oxidation of 1 with elemental sulfur or grey selenium gives the corresponding disulfide and diselenide bis(phosphanyl)amine ligands (p-CH₃CO)C₆H₄N(P(E)Ph₂)₂ (E = S(2), Se(3)), respectively. Reactions of 1 with group-10B metals afford Cis-MCl₂ [1- ²_kP,P](M= Pd(4),Pt(5)), respectively. Compounds 1-5 are identified and characterized by multinuclear NMR spectroscopy (¹H, ¹³C, ³¹P, ⁷⁷Se NMR), IR spectroscopy, and the elemental analysis. Crystal structure determinations are carried out for 2 and 3. The application of the Pd(II) complex as a pre-catalyst in the Suzuki cross-coupling reaction is also investigated.

Original language	English
Pages (from-to)	1740-1750
Number of pages	11
Journal	Journal of Structural Chemistry
Volume	61
Issue number	11
DOIs	https://doi.org/10.1134/S0022476620110086
Publication status	Published - Nov 2020

Keywords

P,P-donor
Suzuki
catalyst
group-10B
selenium
sulfur

ASJC Scopus subject areas

Physical and Theoretical Chemistry
Inorganic Chemistry
Materials Chemistry

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SYNTHESIS AND CHARACTERIZATION OF N-(4-ACETYLPHENYL)-N-(DIPHENYLPHOSPHINO)- P,P-DIPHENYLPHOSPHINOUS AMIDE DERIVATIVES: APPLICATION OF A Pd(ΙΙ) DERIVATIVE AS A PRE-CATALYST IN THE SUZUKI CROSS-COUPLING REACTION. / Al-Masri, H. T.; Moussa, Z.; Al Masaeid, N. M.
In: Journal of Structural Chemistry, Vol. 61, No. 11, 11.2020, p. 1740-1750.

Research output: Contribution to journal › Article › peer-review

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title = "SYNTHESIS AND CHARACTERIZATION OF N-(4-ACETYLPHENYL)-N-(DIPHENYLPHOSPHINO)- P,P-DIPHENYLPHOSPHINOUS AMIDE DERIVATIVES: APPLICATION OF A Pd(ΙΙ) DERIVATIVE AS A PRE-CATALYST IN THE SUZUKI CROSS-COUPLING REACTION",

abstract = "Abstract: The reaction of p-aminoacetophenone with two equivalents of chlorodiphenylphosphine yields the (p-CH3CO)C6H4N(PPh2)2 ligand (1) in a good yield. The oxidation of 1 with elemental sulfur or grey selenium gives the corresponding disulfide and diselenide bis(phosphanyl)amine ligands (p-CH3CO)C6H4N(P(E)Ph2)2 (E = S(2), Se(3)), respectively. Reactions of 1 with group-10B metals afford Cis-MCl2 [1- 2kP,P](M= Pd(4),Pt(5)), respectively. Compounds 1-5 are identified and characterized by multinuclear NMR spectroscopy (1H, 13C, 31P, 77Se NMR), IR spectroscopy, and the elemental analysis. Crystal structure determinations are carried out for 2 and 3. The application of the Pd(II) complex as a pre-catalyst in the Suzuki cross-coupling reaction is also investigated.",

keywords = "P,P-donor, Suzuki, catalyst, group-10B, selenium, sulfur",

author = "Al-Masri, {H. T.} and Z. Moussa and {Al Masaeid}, {N. M.}",

note = "Publisher Copyright: {\textcopyright} 2020, Pleiades Publishing, Ltd.",

year = "2020",

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doi = "10.1134/S0022476620110086",

language = "English",

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T2 - APPLICATION OF A Pd(ΙΙ) DERIVATIVE AS A PRE-CATALYST IN THE SUZUKI CROSS-COUPLING REACTION

AU - Al-Masri, H. T.

AU - Moussa, Z.

AU - Al Masaeid, N. M.

PY - 2020/11

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N2 - Abstract: The reaction of p-aminoacetophenone with two equivalents of chlorodiphenylphosphine yields the (p-CH3CO)C6H4N(PPh2)2 ligand (1) in a good yield. The oxidation of 1 with elemental sulfur or grey selenium gives the corresponding disulfide and diselenide bis(phosphanyl)amine ligands (p-CH3CO)C6H4N(P(E)Ph2)2 (E = S(2), Se(3)), respectively. Reactions of 1 with group-10B metals afford Cis-MCl2 [1- 2kP,P](M= Pd(4),Pt(5)), respectively. Compounds 1-5 are identified and characterized by multinuclear NMR spectroscopy (1H, 13C, 31P, 77Se NMR), IR spectroscopy, and the elemental analysis. Crystal structure determinations are carried out for 2 and 3. The application of the Pd(II) complex as a pre-catalyst in the Suzuki cross-coupling reaction is also investigated.

AB - Abstract: The reaction of p-aminoacetophenone with two equivalents of chlorodiphenylphosphine yields the (p-CH3CO)C6H4N(PPh2)2 ligand (1) in a good yield. The oxidation of 1 with elemental sulfur or grey selenium gives the corresponding disulfide and diselenide bis(phosphanyl)amine ligands (p-CH3CO)C6H4N(P(E)Ph2)2 (E = S(2), Se(3)), respectively. Reactions of 1 with group-10B metals afford Cis-MCl2 [1- 2kP,P](M= Pd(4),Pt(5)), respectively. Compounds 1-5 are identified and characterized by multinuclear NMR spectroscopy (1H, 13C, 31P, 77Se NMR), IR spectroscopy, and the elemental analysis. Crystal structure determinations are carried out for 2 and 3. The application of the Pd(II) complex as a pre-catalyst in the Suzuki cross-coupling reaction is also investigated.

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KW - catalyst

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KW - selenium

KW - sulfur

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SYNTHESIS AND CHARACTERIZATION OF N-(4-ACETYLPHENYL)-N-(DIPHENYLPHOSPHINO)- P,P-DIPHENYLPHOSPHINOUS AMIDE DERIVATIVES: APPLICATION OF A Pd(ΙΙ) DERIVATIVE AS A PRE-CATALYST IN THE SUZUKI CROSS-COUPLING REACTION

Abstract

Keywords

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