Synergetic effects of oxidative and coordinative promotors to increase the yield of a twofold Pauson-Khand reaction

Four medium-sized cyclic diynes (7, 15−17), two cyclic dithiadiynes (18, 19) and two cyclic tetrathiadiynes (20, 21) were starting materials for Pauson−Khand reactions with ethylene and (octacarbonyl)dicobalt under four different conditions: A with 1 equivalent n-butylmethyl sulfide (BMS), B with 7....

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Hauptverfasser: Gleiter, Rolf (VerfasserIn) , Schulte, Jan Hilko (VerfasserIn) , Werz, Daniel B. (VerfasserIn)
Dokumenttyp: Article (Journal)
Sprache:Englisch
Veröffentlicht: 16 September 2004
In: European journal of organic chemistry
Year: 2004, Heft: 19, Pages: 4077-4081
ISSN:1099-0690
DOI:10.1002/ejoc.200400290
Online-Zugang:Resolving-System, lizenzpflichtig, Volltext: https://doi.org/10.1002/ejoc.200400290
Verlag, lizenzpflichtig, Volltext: https://chemistry-europe.onlinelibrary.wiley.com/doi/abs/10.1002/ejoc.200400290
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Verfasserangaben:Rolf Gleiter, J. Hilko Schulte, and Daniel B. Werz
Beschreibung
Zusammenfassung:Four medium-sized cyclic diynes (7, 15−17), two cyclic dithiadiynes (18, 19) and two cyclic tetrathiadiynes (20, 21) were starting materials for Pauson−Khand reactions with ethylene and (octacarbonyl)dicobalt under four different conditions: A with 1 equivalent n-butylmethyl sulfide (BMS), B with 7.5 equivalents dimethyl sulfoxide (DMSO), C with 7.5 equivalents DMSO and 1 equivalent BMS and D with 7.5 equivalents DMSO and 7.5 equivalents BMS as additives. In the cases of 7 and 15−17, the yields increased strongly by applying protocol C. For 18−21, no increase in the yields was found under conditions A−D. These differences are discussed and ascribed to intramolecular S−Co interactions in the cases of 18−21. (© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2004)
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Beschreibung:Online Resource
ISSN:1099-0690
DOI:10.1002/ejoc.200400290