NMR, IR, and ESR spectroscopic investigation of reaction of alpha-silylamines with carbon tetrachloride

作者：Lazareva Nataliya F^*; Vakulskaya Tamara I; Lazarev Igor M

来源：Journal of Physical Organic Chemistry, 2009, 22(2): 144-154.

DOI：10.1002/poc.1442

• alpha-silylamines
• carbon tetrachloride
• C-centered radical of alpha-silylamine
• ESR
• NMR
• IR-spectroscopy

This paper reports about high reactivity of alpha-silylamines in the reaction with CCl(4). Unlike Et(3)N, alpha-silylamines rapidly react with CCl(4) upon irradiation with daylight to form alpha-silylamine hydrochloride salts in 92-98% yields. The influence of structure of alpha-silylamines and solvent on the degree of conversion was displayed. The interaction of alpha-silylamines with CCl(4) was studied by NMR, ESR, and IR spectroscopy. C-centered radicals of alpha-silylamines were detected by ESR spectroscopy with spin traps (MNP, ND, and PBN) in reaction mixtures in CHAN and C(6)H(6) and it show the radical character of this reaction. Both CHAN and C(6)H(6) serve as solvents as well as reagents for this reaction. A mechanism of an interaction between alpha-silylamines and CCl(4) is discussed.

• 出版日期2009-2