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
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 project
Name: Syntéza a supramolekulární vlastnosti bambusurilů
Investor: Czech Science Foundation
LM2011028, research and development project
Name: RECETOX ? Národní infrastruktura pro výzkum toxických látek v prostředí
Investor: Ministry of Education, Youth and Sports of the CR
LM2015043, research and development project
Name: Česká infrastruktura pro integrativní strukturní biologii (Acronym: CIISB)
Investor: Ministry of Education, Youth and Sports of the CR
LO1214, research and development project
Name: Centrum pro výzkum toxických látek v prostředí (Acronym: RECETOX)
Investor: Ministry of Education, Youth and Sports of the CR