NMR, IR, and ESR spectroscopic investigation of reaction of  α ‐silylamines with carbon tetrachloride | Zendy

Lazareva Nataliya F. | Zendy; Vakul'skaya Tamara I. | Zendy; Lazarev Igor M. | Zendy

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NMR, IR, and ESR spectroscopic investigation of reaction of α ‐silylamines with carbon tetrachloride

Author(s) -

Lazareva Nataliya F.,

Vakul'skaya Tamara I.,

Lazarev Igor M.

Publication year - 2009

Publication title -

journal of physical organic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.325

H-Index - 66

eISSN - 1099-1395

pISSN - 0894-3230

DOI - 10.1002/poc.1442

Subject(s) - chemistry , reactivity (psychology) , reagent , solvent , carbon tetrachloride , electron paramagnetic resonance , radical , photochemistry , medicinal chemistry , organic chemistry , nuclear magnetic resonance , physics , alternative medicine , pathology , medicine

This paper reports about high reactivity of α ‐silylamines in the reaction with CCl 4 . Unlike Et 3 N, α ‐silylamines rapidly react with CCl 4 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 CCl 4 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 CH 3 CN and C 6 H 6 and it show the radical character of this reaction. Both CH 3 CN and C 6 H 6 serve as solvents as well as reagents for this reaction. A mechanism of an interaction between α ‐silylamines and CCl 4 is discussed. Copyright © 2008 John Wiley & Sons, Ltd.

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