Aryl group transfer and C-P bond formation in the reaction of organonickel complexes with sodium 3,4,5-triphenyl-1,2-diphospholide
The reaction of organonickel complexes of the type [NiBr(aryl)(bpy)], where aryl = 2,4,6-trimethylphenyl (Mes, 1 ), 2,3,4,5,6-pentamethylphenyl (Pmp, 2 ), 2,4,6-triisopropylphenyl (Tipp, 3 ), bpy = 2,2′-bipyridine, with sodium bis(diglyme) 3,4,5-triphenyl-1,2-diphosphacyclopentadienide (sodium 1,2-d...
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Veröffentlicht in: | New journal of chemistry 2024-01, Vol.48 (4), p.1559-1566 |
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Hauptverfasser: | , , , , , , , , , , , , , |
Format: | Artikel |
Sprache: | eng |
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Zusammenfassung: | The reaction of organonickel complexes of the type [NiBr(aryl)(bpy)], where aryl = 2,4,6-trimethylphenyl (Mes,
1
), 2,3,4,5,6-pentamethylphenyl (Pmp,
2
), 2,4,6-triisopropylphenyl (Tipp,
3
), bpy = 2,2′-bipyridine, with sodium bis(diglyme) 3,4,5-triphenyl-1,2-diphosphacyclopentadienide (sodium 1,2-diphospholide, SDP) leads to unknown 1-aryl-3,4,5-triphenyl-1,2-diphosphacyclopenta-2,4-dienes (1-aryl-1,2-diphospholes, ADPs)
4
-
6
by the organic group transfer from organonickel complexes to 3,4,5-triphenyl-1,2-diphospholide (DP). The mechanism of the reaction was explored by experimental (ESI-MS, ESR spectroscopy) and quantum-chemical (DFT) methods suggesting the formation of intermediate nickel(
ii
) phospholide complexes capable of reductive elimination leading to the desired organophosphorus products and nickel nanoparticles (NiNPs). The solid-state luminescence of the obtained 1-aryl-3,4,5-triphenyl-1,2-diphospholes
4-
6
was investigated.
The reaction of [NiBr(aryl)(bpy)] organonickel complexes with sodium 1,2-diphospholide leads to unknown 1-aryl-1,2-diphospholes by aryl group transfer. |
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ISSN: | 1144-0546 1369-9261 |
DOI: | 10.1039/d3nj04924h |