Abstract: Supramer analysis was applied to explain the earlier discovered phenomenon of the transformation of nonselective glycosylation into stereospecific one upon changing the glycosyl donor concentration. The supramer analysis is a part of the supramer approach being developed by us and makes it possible to find concentration ranges separated by “critical” concentrations at which supramolecular aggregates (supramers) have different structures. As a result, the “critical” concentration for solutions of 2,3,5-tri-O-benzoyl-α-D-arabinofuranosyl bromide (1) in acetonitrile was found by polarimetry, and that for solutions of glycosyl bromide 1 in 1,2-dichloroethane (DCE) was found using static light scattering. The presence of nanosized supramers in solutions of 1 in acetonitrile and nano- and mesoscale supramers in solutions of 1 in DCE was demonstrated using dynamic light scattering. An analysis of the obtained experimental and earlier published data suggested a possibility of both formation of halogen bonds involving DCE molecules and halogen bond-mediated supramolecular aggregation of molecules of the dissolved substance in this solvent.

Cite: Orlova A.V. , Ahiadorme D.A. , Laptinskaya T.V. , Kononov L.O.
Supramer analysis of 2,3,5-tri-O-benzoyl-α-d-arabinofuranosyl bromide solutions in different solvents: supramolecular aggregation of solute molecules in 1,2-dichloroethane mediated by halogen bonds
Russian Chemical Bulletin. 2021. V.70. N11. P.2214-2219. DOI: 10.1007/s11172-021-3335-8 WOS Scopus OpenAlex

Identifiers:

Web of science:	WOS:000742917800019
Scopus:	2-s2.0-85122935793
OpenAlex:	W4206322438

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DB	Citing
OpenAlex	14
Scopus	13
Web of science	13

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