Abstract
We have developed a new catalytic system for preparing amides by tandem acceptorless dehydrogenation of amines and oxygen transfer of DMSO. This system shows very good catalytic activity and selectivity, a variety of primary amines and even diamines are converted into the corresponding amides in good to quantitative yields (>99 %). The unprecedented catalytic performance of this binuclear ruthenium complex was attributed to a unique chelating model wherein one Ru center combines with N atom of RCHNH produced from the dehydrogenation of RCH2NH2 and the other co-ordinates with the S atom of DMSO, thus bringing the DMSO and imine molecules into proximate to enhance the efficiency of the oxygen transfer from DMSO via a six-membered ring transition state. The mechanism study indicated that the oxygen in the product amides came from DMSO and CH bond cleavage in DMSO was the rate determining step.
Published Version
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