746619-93-2Relevant academic research and scientific papers
Facile cleavage of Si-C bonds during the sol-gel hydrolysis of aminomethyltrialkoxysilanes - A new method for the methylation of primary amines
Adima, Augustin,Bied, Catherine,Moreau, Joel J. E.,Man, Michel Wong Chi
, p. 2582 - 2588 (2004)
The reaction of chloromethyltriethoxysilane with (1R,2R)-bis(methylamino) cyclohexane (1) afforded the corresponding bis-silylated compound 2. The sol-gel hydrolysis of 2 did not give the expected bridged silsesquioxane owing to quantitative Si-C-bond cleavage. Instead, silica and (1R,2R)-bis(dimethylamino) cyclohexane (3) were obtained. This reaction was exploited to propose a new route for the methylation of amines. Such methylation reaction of amines could be extended to other amines and provides a new method for the selective monomethylation of primary amines. Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2004.
