New Synthetic Routes to β-Olefinic Trialkoxyphosphonium Salts and Phosphonates: Organometallic Variants of the Michaelis-Arbuzov Reaction
✍ Scribed by Andreas Hafner; Wolfgang Von Philipsborn; Albrecht Salzer
- Publisher
- John Wiley and Sons
- Year
- 1986
- Tongue
- German
- Weight
- 627 KB
- Volume
- 69
- Category
- Article
- ISSN
- 0018-019X
No coin nor oath required. For personal study only.
✦ Synopsis
The low-temperature addition of tertiary phosphites to [(allyl)Fe(C0)4]+X-complexes proceeds regio-and stereospecifically and produces metal-coordinated ,8-olefinic trialkoxyphosphonium ions. These can be converted by various routes into the uncomplexed phosphonium salts or phosphonates. Similar reactions of acyclic [(dienyl)Fe(CO),]+X-compounds give metal-coordinated (2,4-dien-I-y1)trialkoxyphosphonium salts or dialkyl(2,4dien-1 -yl)phosphonates. The mechanisms and their relationship to the classical Michuelis-Arbuzou reaction are discussed. The new compounds are characterized, if possible, by 'H-, 'k-, and "P-NMR spectra. The new phosphonium salts and phosphonates, potentially useful for Wittig-Homer reactions, are difficult to obtain by conventional routes. ') Reactions with Metal-Coordinated Olefins, Part V. Part IV: see [I].