Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
1324897 | Journal of Organometallic Chemistry | 2011 | 6 Pages |
Hydrophosphination of styrenes has been accomplished with metal salts for the first time. (CuOTf)2·toluene complex is the catalyst of choice, but CuCl can also be used. “In-situ” EPR and NMR studies suggest Cu(I) as the catalytically active metal species, giving exclusively the anti-Markovnikov product. Phosphine oxides or β-ketophosphine oxides can be prepared in one-pot by oxidation with molecular oxygen.
Graphical abstractCopper is a selective catalyst for the anti-Markovnikov hydrophosphination of styrenes.Figure optionsDownload full-size imageDownload as PowerPoint slideResearch highlights► Hydrophosphination of styrenes is catalyzed by copper salts. ► Tertiary phosphines by Anti-markovnikov addition are exclusively formed. ► Lewis acid and radical pathways contribute to the mechanism of addition. ► Silver and manganese salts are also catalysts for the hydrophosphination.