LÍZAL, Tomáš and Vladimír ŠINDELÁŘ. Bambusuril analogs based on alternating glycoluril and xylylene units. Beilstein journal of organic chemistry. Frankfurt am Main: Beilstein-Institut zur Förderung der Chemischen Wissenschaften, 2019, vol. 15, June, p. 1268-1274. ISSN 1860-5397. Available from: https://dx.doi.org/10.3762/bjoc.15.124.
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Basic information
Original name Bambusuril analogs based on alternating glycoluril and xylylene units
Authors LÍZAL, Tomáš (203 Czech Republic, belonging to the institution) and Vladimír ŠINDELÁŘ (203 Czech Republic, guarantor, belonging to the institution).
Edition Beilstein journal of organic chemistry, Frankfurt am Main, Beilstein-Institut zur Förderung der Chemischen Wissenschaften, 2019, 1860-5397.
Other information
Original language English
Type of outcome Article in a journal
Field of Study 10401 Organic chemistry
Country of publisher Germany
Confidentiality degree is not subject to a state or trade secret
WWW Full Text
Impact factor Impact factor: 2.622
RIV identification code RIV/00216224:14310/19:00107546
Organization unit Faculty of Science
Doi http://dx.doi.org/10.3762/bjoc.15.124
UT WoS 000471672700001
Keywords in English bambusurils; conformers; glycolurils; macrocycles; supramolecular chemistry
Tags CF PROT, CF SAXS, rivok
Tags International impact, Reviewed
Changed by Changed by: Mgr. Michaela Hylsová, Ph.D., učo 211937. Changed: 17/2/2023 21:29.
Abstract
The glycoluril monomer is a popular building block in supramolecular chemistry as it is used for the synthesis of versatile host molecules which can interact with cationic, anionic or neutral guest molecules. Here we present the design and synthesis of a new hybrid macrocycle containing glycoluril and aromatic units. The reaction afforded a mixture of macrocyclic homologues from which a two-membered macrocycle was isolated as the main product. Two disastereomers of the macrocycle were separated and characterized by means of NMR spectroscopy and X-ray crystallography. Conformational changes of these diastereomers were investigated using DFT models and variable-temperature NMR.
Links
EF16_013/0001761, research and development projectName: RECETOX RI
GA18-21801S, research and development projectName: Chirální bambusurily
Investor: Czech Science Foundation
LM2015043, research and development projectName: Česká infrastruktura pro integrativní strukturní biologii (Acronym: CIISB)
Investor: Ministry of Education, Youth and Sports of the CR
LM2015051, research and development projectName: Centrum pro výzkum toxických látek v prostředí (Acronym: RECETOX RI)
Investor: Ministry of Education, Youth and Sports of the CR
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