In organic chemistry, atoms other than carbon and hydrogen are generally referred to as heteroatoms. The most common heteroatoms are nitrogen, oxygen and sulfur. Now I present to you an article called Stereoselective Synthesis of Chiral Sulfilimines from N-Mesyloxycarbamates: Metal-Nitrenes versus Metal-Nitrenoids Species, published in 2015-04-03, which mentions a compound: 138984-26-6, mainly applied to mesyloxycarbamate metal nitrene nitrenoid crystallog; stereoselective preparation chiral sulfilimine, Formula: C24H40N4O4Rh2.
The synthesis of a variety of chiral sulfilimines and sulfoximines is described. The amination of thioethers with a chiral N-mesyloxycarbamate was achieved in high yields and stereoselectivities using Rh2[(S)-nttl]4 as catalyst in the presence of 4-dimethylaminopyridine (DMAP) and a pyridinium salt, such as bis(DMAP)CH2Cl2 or a viologen salt. These additives proved instrumental to enhance both the yield and the stereochem. discrimination of the reaction. Mechanistic studies and control experiments have elucidated the role of these additives. DMAP served as an apical ligand for the rhodium catalyst: an x-ray crystal structure of the (DMAP)2·[Rh2{(S)-nttl}4] complex was obtained. This complex displayed a lower and irreversible redox potential. Control experiments with preformed Rh(II)-Rh(III) complex suggested such a catalytically active species in the thioether amination process. Diastereoselectivities were influenced by the sulfonyloxy leaving group, ruling out the possibility of a common metal nitrene species and instead suggesting a rhodium-nitrenoid complex. It is believed that the bispyridinium salt played the role of a phase transfer catalyst, influencing both the yield and the diastereoselectivity of the reaction.
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Reference:
Highly efficient and robust molecular ruthenium catalysts for water oxidation,
Catalysts | Special Issue : Ruthenium Catalysts – MDPI