A theoretical study of hypothetical silicon analogs of simplest saccharide molecules

Publication date: Available online 9 October 2019Source: Computational and Theoretical ChemistryAuthor(s): Denis Sh. Sabirov, Igor S. ShepelevichAbstractThe silicon-containing saccharide-like molecules have been studied with DFT computational methodology. A principal chemical possibility of the silicon analogs of glyceraldehyde, dihydroxyacetone, β-D-ribopyranose, β-D-deoxyribopyranose, and α-D-glucopyranose) has been shown. The IR spectra of such sila-sugars should contain the bands in the region 2000−2200 cm–1 corresponding to the stretching modes of Si–H bonds. Physicochemical and chemical properties of sila-sugars substantially differ from those of their carbon prototypes. According to the performed calculations, it is especially true for intermolecular interactions, and possibility of the existence of saccharides in linear and cyclic forms. High values of the mean polarizabilities of silicon compounds indicate stronger intermolecular interactions between the silicon compounds. The existence of linear forms of sila-sugars is unlikely. For sila-ribose Si5H10O5, the calculated heat effect of the conversion of the cyclic form to the linear one is highly endothermic.Graphical abstract

Source: Computational and Theoretical Chemistry - October 11, 2019 Category: Chemistry Source Type: research