Estimating the limiting reducing power of SmI2/H2O/amine and YbI2/H2O/amine by efficient reduction of unsaturated hydrocarbons.
The mixture of samarium diiodide, amine, and water (SmI2/H2O/Et3N) is known to be a particularly powerful reductant, but until now the limiting reducing power has not been determined. A series of unsaturated hydrocarbons with varying half-wave reduction potentials (E(1/2) = -1.6 to -3.4 V, vs SCE) have been treated with SmI2/H2O/Et3N and YbI2/H2O/Et3N, respectively. All hydrocarbons with potentials of -2.8 V or more positive were readily reduced with SmI2/H2O/Et3N, whereas all hydrocarbons with potentials of -2.3 V or more positive were readily reduced using YbI2/H2O/Et3N. This defines limiting values of the chemical reducing power of SmI2/H2O/Et3N to -2.8 V and of YbI2/H2O/Et3N to -2.3 V vs SCE.
Department of Chemistry, Göteborg University, SE-412 96 Göteborg University, Sweden.
Anders
A
Dahlén
Ake
A
Nilsson
Göran
G
Hilmersson
D000475:Alkenes / Q000737:chemistry; D000588:Amines / Q000737:chemistry*; D004563:Electrochemistry; D006838:Hydrocarbons / Q000737:chemistry*; D007454:Iodides / Q000737:chemistry*; D010084:Oxidation-Reduction; D012493:Samarium / Q000737:chemistry*; D015018:Ytterbium / Q000737:chemistry*
D000475:Alkenes; D000588:Amines; D006838:Hydrocarbons; D007454:Iodides; D012493:Samarium; C409809:samarium diiodide; D015018:Ytterbium