LÍZAL, Tomáš, Lukáš USTRNUL, Marek NEČAS and Vladimír ŠINDELÁŘ. Propanediurea-Based Molecular Clips Bind Halide Anions: An Insight into the Mechanism of Cucurbituril Formation. Journal of Organic Chemistry. WASHINGTON: AMER CHEMICAL SOC, vol. 81, No 19, p. 8906-8910. ISSN 0022-3263. doi:10.1021/acs.joc.6b01602. 2016.
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Basic information
Original name Propanediurea-Based Molecular Clips Bind Halide Anions: An Insight into the Mechanism of Cucurbituril Formation
Authors LÍZAL, Tomáš (203 Czech Republic, belonging to the institution), Lukáš USTRNUL (203 Czech Republic, belonging to the institution), Marek NEČAS (203 Czech Republic, belonging to the institution) and Vladimír ŠINDELÁŘ (203 Czech Republic, guarantor, belonging to the institution).
Edition Journal of Organic Chemistry, WASHINGTON, AMER CHEMICAL SOC, 2016, 0022-3263.
Other information
Original language English
Type of outcome Article in a journal
Field of Study 10401 Organic chemistry
Country of publisher United States of America
Confidentiality degree is not subject to a state or trade secret
WWW URL
Impact factor Impact factor: 4.849
RIV identification code RIV/00216224:14310/16:00088594
Organization unit Faculty of Science
Doi http://dx.doi.org/10.1021/acs.joc.6b01602
UT WoS 000385054300023
Keywords (in Czech) propandimočovina; molekulová klipsy; vázání aniontů; příprava cucurbiturilů
Keywords in English BRIDGED GLYCOLURIL DIMERS; DIASTEREOSELECTIVE FORMATION; HIGH-AFFINITY; HOST; DERIVATIVES; WATER; ISOMERIZATION; RECOGNITION; SOLUBILITY; MACROCYCLE
Tags AKR, rivok
Tags International impact, Reviewed
Changed by Changed by: doc. Mgr. Marek Nečas, Ph.D., učo 18809. Changed: 13/3/2018 10:18.
Abstract
The synthesis and supramolecular properties of the first methylene-bridged propanediurea-based dimers are described. These dimers, bearing an aromatic sidewall, have the shape of molecular clips. Unlike glycoluril-based dimers, these clips neither dimerize nor accept any organic guests, due to their small cavities. Both propanediurea- and glycoluril-based dimers bind halide anions on the convex side of the molecules, even in highly polar organic solvents. This observation brings new insights into the mechanism of cucurbituril formation.
Links
GA13-15576S, research and development projectName: Syntéza a supramolekulární vlastnosti bambusurilů
Investor: Czech Science Foundation
LM2011028, research and development projectName: RECETOX ? Národní infrastruktura pro výzkum toxických látek v prostředí
Investor: Ministry of Education, Youth and Sports of the CR
LM2015043, research and development projectName: Česká infrastruktura pro integrativní strukturní biologii (Acronym: CIISB)
Investor: Ministry of Education, Youth and Sports of the CR
LO1214, research and development projectName: Centrum pro výzkum toxických látek v prostředí (Acronym: RECETOX)
Investor: Ministry of Education, Youth and Sports of the CR
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