Group 10B metal chlorides and chalcogenide derivatives of 2-(N-(diphenylphosphino)amino)-4-methylpyridine: Application of Pd(ΙΙ) derivative as pre-catalyst in the Suzuki cross-coupling reaction

Harbi Tomah Al-Masri; Ziad Moussa; Akram Ali Almejled

doi:10.1016/j.poly.2024.117171

Group 10B metal chlorides and chalcogenide derivatives of 2-(N-(diphenylphosphino)amino)-4-methylpyridine: Application of Pd(ΙΙ) derivative as pre-catalyst in the Suzuki cross-coupling reaction

Harbi Tomah Al-Masri, Ziad Moussa, Akram Ali Almejled

Department of Chemistry

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

2 Citations (Scopus)

Abstract

Oxidation of 2-(N-(diphenylphosphino)amino)-4-methylpyridine (1) with elemental sulfur or gray selenium afforded the corresponding sulfide and selenide (4-CH₃)C₆H₃N-2-NH(P(E)Ph₂) [E=S(2), Se(3)], respectively. The reaction of 1 with group-10B metal chlorides afforded cis-MCl₂[1-κ²P,N^py][M=Pd(4), Pt(5)], and the side product trans-PdCl₂[(4-CH₃)C₆H₃N-2-NH(P(O)Ph₂)-κN^py]₂ (6), respectively. Compounds 1–5 have been isolated and characterized by multinuclear NMR spectroscopy (¹H, ¹³C, ³¹P NMR), infrared, and elemental analysis. Crystal-structure determinations were performed on 2, 5, and 6. The role of 4 as a pre-catalyst in the Suzuki cross-coupling reaction was additionally studied.

Original language	English
Article number	117171
Journal	Polyhedron
Volume	262
DOIs	https://doi.org/10.1016/j.poly.2024.117171
Publication status	Published - Nov 1 2024

Keywords

Catalyst
Group-10B
P,N-donor
Selenium
Sulfur
Suzuki

ASJC Scopus subject areas

Physical and Theoretical Chemistry
Inorganic Chemistry
Materials Chemistry

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10.1016/j.poly.2024.117171

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Group 10B metal chlorides and chalcogenide derivatives of 2-(N-(diphenylphosphino)amino)-4-methylpyridine: Application of Pd(ΙΙ) derivative as pre-catalyst in the Suzuki cross-coupling reaction. / Tomah Al-Masri, Harbi; Moussa, Ziad; Ali Almejled, Akram.
In: Polyhedron, Vol. 262, 117171, 01.11.2024.

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

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title = "Group 10B metal chlorides and chalcogenide derivatives of 2-(N-(diphenylphosphino)amino)-4-methylpyridine: Application of Pd(ΙΙ) derivative as pre-catalyst in the Suzuki cross-coupling reaction",

abstract = "Oxidation of 2-(N-(diphenylphosphino)amino)-4-methylpyridine (1) with elemental sulfur or gray selenium afforded the corresponding sulfide and selenide (4-CH3)C6H3N-2-NH(P(E)Ph2) [E=S(2), Se(3)], respectively. The reaction of 1 with group-10B metal chlorides afforded cis-MCl2[1-κ2P,Npy][M=Pd(4), Pt(5)], and the side product trans-PdCl2[(4-CH3)C6H3N-2-NH(P(O)Ph2)-κNpy]2 (6), respectively. Compounds 1–5 have been isolated and characterized by multinuclear NMR spectroscopy (1H, 13C, 31P NMR), infrared, and elemental analysis. Crystal-structure determinations were performed on 2, 5, and 6. The role of 4 as a pre-catalyst in the Suzuki cross-coupling reaction was additionally studied.",

keywords = "Catalyst, Group-10B, P,N-donor, Selenium, Sulfur, Suzuki",

author = "{Tomah Al-Masri}, Harbi and Ziad Moussa and {Ali Almejled}, Akram",

note = "Publisher Copyright: {\textcopyright} 2024 Elsevier Ltd",

year = "2024",

month = nov,

day = "1",

doi = "10.1016/j.poly.2024.117171",

language = "English",

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T1 - Group 10B metal chlorides and chalcogenide derivatives of 2-(N-(diphenylphosphino)amino)-4-methylpyridine

T2 - Application of Pd(ΙΙ) derivative as pre-catalyst in the Suzuki cross-coupling reaction

AU - Tomah Al-Masri, Harbi

AU - Moussa, Ziad

AU - Ali Almejled, Akram

PY - 2024/11/1

Y1 - 2024/11/1

N2 - Oxidation of 2-(N-(diphenylphosphino)amino)-4-methylpyridine (1) with elemental sulfur or gray selenium afforded the corresponding sulfide and selenide (4-CH3)C6H3N-2-NH(P(E)Ph2) [E=S(2), Se(3)], respectively. The reaction of 1 with group-10B metal chlorides afforded cis-MCl2[1-κ2P,Npy][M=Pd(4), Pt(5)], and the side product trans-PdCl2[(4-CH3)C6H3N-2-NH(P(O)Ph2)-κNpy]2 (6), respectively. Compounds 1–5 have been isolated and characterized by multinuclear NMR spectroscopy (1H, 13C, 31P NMR), infrared, and elemental analysis. Crystal-structure determinations were performed on 2, 5, and 6. The role of 4 as a pre-catalyst in the Suzuki cross-coupling reaction was additionally studied.

AB - Oxidation of 2-(N-(diphenylphosphino)amino)-4-methylpyridine (1) with elemental sulfur or gray selenium afforded the corresponding sulfide and selenide (4-CH3)C6H3N-2-NH(P(E)Ph2) [E=S(2), Se(3)], respectively. The reaction of 1 with group-10B metal chlorides afforded cis-MCl2[1-κ2P,Npy][M=Pd(4), Pt(5)], and the side product trans-PdCl2[(4-CH3)C6H3N-2-NH(P(O)Ph2)-κNpy]2 (6), respectively. Compounds 1–5 have been isolated and characterized by multinuclear NMR spectroscopy (1H, 13C, 31P NMR), infrared, and elemental analysis. Crystal-structure determinations were performed on 2, 5, and 6. The role of 4 as a pre-catalyst in the Suzuki cross-coupling reaction was additionally studied.

KW - Catalyst

KW - Group-10B

KW - P,N-donor

KW - Selenium

KW - Sulfur

KW - Suzuki

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JO - Polyhedron

JF - Polyhedron

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Group 10B metal chlorides and chalcogenide derivatives of 2-(N-(diphenylphosphino)amino)-4-methylpyridine: Application of Pd(ΙΙ) derivative as pre-catalyst in the Suzuki cross-coupling reaction

Abstract

Keywords

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