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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 Научная публикация

Журнал Russian Chemical Bulletin
ISSN: 1573-9171 , E-ISSN: 1066-5285
Вых. Данные Год: 2021, Том: 70, Номер: 11, Страницы: 2214-2219 Страниц : 6 DOI: 10.1007/s11172-021-3335-8
Авторы Orlova A.V. 1 , Ahiadorme D.A. 1 , Laptinskaya T.V. 2 , Kononov L.O. 1
Организации
1 N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow, Russian Federation
2 Physical Department, Lomonosov Moscow State University, Moscow, Russian Federation

Реферат: 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.
Библиографическая ссылка: 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
Идентификаторы БД:
Web of science: WOS:000742917800019
Scopus: 2-s2.0-85122935793
OpenAlex: W4206322438
Цитирование в БД:
БД Цитирований
OpenAlex 14
Scopus 13
Web of science 13
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