A new method of preparation of O-silylurethanes

Formation of Aromatic O‐Silylcarbamates from Aminosilanes and Their Subsequent Thermal Decomposition with Formation of Isocyanates

“…Whereas the residue and the intermediate fraction contain various siliconcontaining species according to the 29 Si-inept NMR spectra, HMDSO can be observed as the sole silicon-containing compound in the outer fraction. Those results are confirmed by 13 C NMR spectroscopy, where several peaks are visible in the spectra of the residue and the intermediate fraction. The peak of HMDSO at 1.7 ppm arises with the highest intensity in the 13 C NMR spectra of the outer fraction.…”

“…Those results are confirmed by 13 C NMR spectroscopy, where several peaks are visible in the spectra of the residue and the intermediate fraction. The peak of HMDSO at 1.7 ppm arises with the highest intensity in the 13 C NMR spectra of the outer fraction. Additionally, the presence of benzyl isocyanate was confirmed (46.4, 126.6, 127.8, 128.7, 137.0 ppm).…”

“…It represents a rather novel compound as no aromatic N,O-bissilylated carbamates are described in the literature to the current date, while the unsubstituted 'parent' N,O-bissilylated carbamate Me 3 SiHNÀ COÀ OÀ SiMe 3 may be used Figure 3. 13 C-APT and 29 Si NMR spectra of various samples after thermal treatment of 1 a. For better visualisation only part of the 13 C NMR spectra are shown.…”

“…13 C-APT and 29 Si NMR spectra of various samples after thermal treatment of 1 a. For better visualisation only part of the 13 C NMR spectra are shown. as a silylating reagent itself, forming only CO 2 and NH 3 as side products.…”

“…Similar systems include CO 2 /hydridosilane and CO 2 / N,N'-bis(trimethylsilyl)carbodiimide. [13] Working with hexamethyldisilazane as well, Sheludyakov et al were able to produce 1 a by mixing the silazane with aniline hydrochloride and carbon dioxide. [14] Yamamoto et al found a way to access 1 a by refluxing either tert-butyl-or isopropyl-trimethylsilyl-carbonate along with aniline in diethyl ether for one hour.…”