NMR,IR, and ESR spectroscopic investigation of reaction of α‐silylamines with carbon tetrachloride |
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Authors: | Nataliya F Lazareva Tamara I Vakul'skaya Igor M Lazarev |
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Institution: | A.E. Favorsky Irkutsk Institute of Chemistry, Siberian Branch of the Russian Academy of Sciences, 1 Favorsky Street, Irkutsk 664033, Russia |
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Abstract: | This paper reports about high reactivity of α‐silylamines in the reaction with CCl4. Unlike Et3N, α‐silylamines rapidly react with CCl4 upon irradiation with daylight to form α‐silylamine hydrochloride salts in 92–98% yields. The influence of structure of α‐silylamines and solvent on the degree of conversion was displayed. The interaction of α‐silylamines with CCl4 was studied by NMR, ESR, and IR spectroscopy. C‐centered radicals of α‐silylamines were detected by ESR spectroscopy with spin traps (MNP, ND, and PBN) in reaction mixtures in CH3CN and C6H6 and it show the radical character of this reaction. Both CH3CN and C6H6 serve as solvents as well as reagents for this reaction. A mechanism of an interaction between α‐silylamines and CCl4 is discussed. Copyright © 2008 John Wiley & Sons, Ltd. |
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Keywords: | α ‐silylamines carbon tetrachloride C‐centered radical of α ‐silylamine ESR NMR IR‐spectroscopy |
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