3553-94-4Relevant articles and documents
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Buchanan et al.
, p. 189 (1976)
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Lactamomethylsilanes – Synthesis, Structures, and Reactivity towards CO2 and Phenylisocyanate
Herbig, Marcus,B?hme, Uwe,Kroke, Edwin
, p. 377 - 387 (2019/02/13)
Lactamomethylsilanes of γ-butyrolactam, δ-valerolactam, ε-caprolactam, and 1-isoindolinone (phthalimidine) with up to three methyl moieties were synthesized according to the chemical formula MexSiLac(4–x) (x = 0, 1, 2, and 3). Using the lactams as starting materials four synthetic routes were tested: salt elimination, transsilylation, transamination, and metallation of the lactames followed by reaction with methylchlorosilanes. All products were analyzed by NMR (1H, 13C and 29Si) and RAMAN spectroscopy. Selected solid products were crystallized and the molecular structure was determined by single-crystal X-ray diffraction. The reactivity of the lactamomethylsilanes towards phenylisocyanate and CO2 was studied.
Strong influence of intramolecular Si?O proximity on reactivity: Systematic molecular structure, solvolysis, and mechanistic study of cyclic N-trimethylsilyl carboxamide derivatives
Szalay, Roland,Harmat, Veronika,E?ri, János,Pongor, Gábor
supporting information, p. 2186 - 2192 (2017/05/16)
A comparative alcoholysis study of N-silylated derivatives of simple heterocyclic carboxamides (lactams, imides, ureas) is presented. The second-order rate constant values span a range as wide as three orders of magnitude. On the basis of DFT calculations, a good correlation between reactivity and the Si?O distance was found within each family of compounds. The viability of two different reaction pathways was evaluated using a detailed computational mechanistic study of the methanolysis of cyclic urea homologues. Peculiarities in the single-crystal X-ray diffraction structures of the trimethylsilyl and trimethylsiloxy phthalimides are also discussed.
