N,N-Bis(halomethyldimethylsilyl)acetamides and their reactions

Autor: J. Kowalski, Z. Lasocki
Rok vydání: 1976
Předmět:
Zdroj: Journal of Organometallic Chemistry. 116:75-82
ISSN: 0022-328X
DOI: 10.1016/s0022-328x(00)87197-1
Popis: N,N -Bis(halomethyldimethydimethylsilyl)acetamides, MeCON(SiMe 2 CH 2 X) 2 , (X = Cl, Br) were prepared by transsilylation of N , O -bis(trimethylsilyl)acetamide with halomethyldimethylchlorosilane. With water and methanol, instead of the expected SiN cleavage, nucleophilic substitution of halogen took place and the products were 1-acetyl-2,2,6,6-tetramethyldisilamorpholine and N , N -bismethoxymethyldimethylsilyl)acetamide respectively. These compounds were shown by IR and 1 H NMR spectra to have the N,N -disilylacetamide structure. Thermodynamic, kinetic constants of hindered rotation around the CN bond in these compounds were determined from their temperature-variable 1 H NMR spectra. The main products of thermolysis of the silylamides are α,ω-dichloropolydimethylsiloxanes and polydimethylcyclosiloxanes.
Databáze: OpenAIRE