Copper(I)-Facilitated Methylation and Cyclic Alkylation of 1,2-Phenylenebis(phosphine)
| Autor: | Devandra D. Pathak, Michael Pabel, Yew Beng Kang, S. Bruce Wild, Anthony C. Willis |
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| Rok vydání: | 1995 |
| Předmět: |
chemistry.chemical_classification
Base (chemistry) Stereochemistry Cyanide Organic Chemistry chemistry.chemical_element Crystal structure Alkylation Medicinal chemistry Copper Inorganic Chemistry Metal chemistry.chemical_compound chemistry visual_art Materials Chemistry visual_art.visual_art_medium Phosphine Methyl iodide |
| Zdroj: | Main Group Chemistry. 1:89-98 |
| ISSN: | 1745-1167 1024-1221 |
| DOI: | 10.1080/13583149512331338295 |
| Popis: | The phosphorus centers in [Cu{1,2-C6H4(PH2)2}2]CF3SO3 are readily methylated by methyl iodide in the presence of 4 or 8 equiv potassium tert-butoxide to give 1,2-phenylenebis (methylphosphine) or 1,2-phenylenebis(dimethylphosphine), respectively, after displacement from the metal with cyanide. Under similar conditions with 8 equiv of base, 1,4-dibromobutance and 1,5-dibromopentane react to give respectively 1,2-phenylenebis (phospholane) and 1,2-phenylenebis (phosphorinane). 1,3-Dibromopropane, however, reacts with the complex under the basic conditions to give a variety of phosphines after displacement from the metal, including (R*, R*)-(±)/(R*, S*)-2,3,4,5-tetrahydro-1H-1,5-benzodiphosphepine, (R*,S*)-2,3,4,5-tetrahydro-1,5-bis (prop-1-enyl)-1H-1,5- benzodiphosphepine, (R*,S*)-2,3,4,5-tetrahydro-1,5-bis (prop-2-enyl)-1H-1,5-benzodiphosphepine, and the putative cage and macrocyclic dimers of 1,2-phenylenebis (phosphetane). The crystal structure of anti-[Ni {(R*, S*)-2,3,4,5-tetrahydro-1,5 bis (prop-1-eny... |
| Databáze: | OpenAIRE |
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