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首页> 外文期刊>The Journal of Organic Chemistry >Preparation, X-ray Structure, and OxidativeReactivity of N-(2-Iodylphenyl)tosylamides and2-Iodylphenyl Tosylate: lodylarenes Stabilized byOrtho-Substitution with a Sulfonyl Group
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Preparation, X-ray Structure, and OxidativeReactivity of N-(2-Iodylphenyl)tosylamides and2-Iodylphenyl Tosylate: lodylarenes Stabilized byOrtho-Substitution with a Sulfonyl Group

机译:N-(2-碘苯基)甲苯磺酰胺和2-碘苯基甲苯磺酸酯的制备,X射线结构及氧化反应性:邻位取代磺酰基稳定的芳纶

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摘要

New tosyl derivatives of 2-iodylaniline and 2-iodylphenolwere prepared by the dimethyldioxirane oxidation of thecorresponding 2-iodophenyltosylamides or 2-iodophenyltosylate and isolated as stable, microcrystalline products.Single-crystal X-ray diffraction analysis of N-(2-iodyl-phenyl)-N,4-dimethylbenzenesulfonamide revealed pseu-docyclic structure formed by intramolecular I ... O inter-actions between the hypervalent iodine center and thesulfonyl oxygens in the tosyl group. This tosylamide hasan excellent solubility in organic solvents and is a poten-tially useful hypervalent iodine oxidant.
机译:通过相应的2-碘苯基甲苯磺酰胺或2-碘苯基甲苯磺酸酯的二甲基二环氧乙烷氧化反应制得2-碘苯胺和2-碘苯酚的新甲苯磺酰基衍生物,并分离得到稳定的微晶产物.N-(2-碘苯基)的单晶X射线衍射分析)-N,4-二甲基苯磺酰胺揭示了由高价碘中心与甲苯磺酰基中的磺酰氧之间的分子内I…O相互作用形成的伪-十二环结构。该甲苯磺酰胺在有机溶剂中具有极好的溶解性,并且是潜在有用的高价碘氧化剂。

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