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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| Main Authors: | , , |
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| Format: | Article (Journal) |
| Language: | English |
| Published: |
16 September 2004
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| In: |
European journal of organic chemistry
Year: 2004, Issue: 19, Pages: 4077-4081 |
| ISSN: | 1099-0690 |
| DOI: | 10.1002/ejoc.200400290 |
| Online Access: | 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 |
| Author Notes: | Rolf Gleiter, J. Hilko Schulte, and Daniel B. Werz |
| Summary: | 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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| Item Description: | Gesehen am 27.10.2020 |
| Physical Description: | Online Resource |
| ISSN: | 1099-0690 |
| DOI: | 10.1002/ejoc.200400290 |