Mechanism of asymmetric sulfimidation with N-alkoxycarbonyl azide in the presence of (OC)Ru(salen) complex |
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Authors: | Tatsuya Uchida Yuusuke Tamura Masaaki OhbaTsutomu Katsuki |
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Affiliation: | a Department of Chemistry, Faculty of Science, Graduate School, Kyushu University 33, Hakozaki, Higashi-ku, Fukuoka 812-8581, Japan b CREST, Japan Science and Technology (JST), Japan |
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Abstract: | Spectroscopic analysis of imidation of alkyl aryl sulfides with N-2,2,2-trichloro-1,1-dimethylethyloxycarbonyl azide 2 in the presence of (OC)Ru(salen) complex 1 strongly suggests that an addition compound of the azide 2 to 1 is the active species for the imidation, while the addition compound undergoes the undesired intramolecular CH insertion onto the salen ligand of the complex in the absence of sulfide, directly or via the corresponding nitrene-ruthenium species. |
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Keywords: | (OC)Ru(salen) complex asymmetric catalysis sulfimidation N-alkoxycarbonyl azide intramolecular CH amination |
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