Abstract
A mixture of the organomanganese precursor [CpMe-Mn(CO)3] and the amido-phosphine 3,7-diacetyl-1,3,7-triaza-5-phosphabicyclo[3.3.1]nonane (DAPTA) has been utilized in a highly efficient homogeneous catalytic process for the cyanosilylation of aromatic and aliphatic aldehydes in glycerol and under solvent-free conditions. A catalyst loading as low as 0.1 mol % led to a quantitative conversion of various aldehydes into the corresponding cyanohydrins in 15 min at room temperature. Multinuclear NMR and ESI(+)MS analysis revealed a mechanism conceivably evolving via a double activation process where DAPTA acts as a Lewis base and the in situ generated [CpMe-Mn(DAPTA)(CO)2] organomanganese species as a Lewis acid.
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