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@article{1369146,
author = {Lízal, Tomáš and Ustrnul, Lukáš and Nečas, Marek and Šindelář, Vladimír},
article_location = {WASHINGTON},
article_number = {19},
doi = {http://dx.doi.org/10.1021/acs.joc.6b01602},
keywords = {BRIDGED GLYCOLURIL DIMERS; DIASTEREOSELECTIVE FORMATION; HIGH-AFFINITY; HOST; DERIVATIVES; WATER; ISOMERIZATION; RECOGNITION; SOLUBILITY; MACROCYCLE},
language = {eng},
issn = {0022-3263},
journal = {Journal of Organic Chemistry},
title = {Propanediurea-Based Molecular Clips Bind Halide Anions: An Insight into the Mechanism of Cucurbituril Formation},
url = {http://pubs.acs.org/doi/abs/10.1021/acs.joc.6b01602},
volume = {81},
year = {2016}
}
TY - JOUR
ID - 1369146
AU - Lízal, Tomáš - Ustrnul, Lukáš - Nečas, Marek - Šindelář, Vladimír
PY - 2016
TI - Propanediurea-Based Molecular Clips Bind Halide Anions: An Insight into the Mechanism of Cucurbituril Formation
JF - Journal of Organic Chemistry
VL - 81
IS - 19
SP - 8906-8910
EP - 8906-8910
PB - AMER CHEMICAL SOC
SN - 00223263
KW - BRIDGED GLYCOLURIL DIMERS
KW - DIASTEREOSELECTIVE FORMATION
KW - HIGH-AFFINITY
KW - HOST
KW - DERIVATIVES
KW - WATER
KW - ISOMERIZATION
KW - RECOGNITION
KW - SOLUBILITY
KW - MACROCYCLE
UR - http://pubs.acs.org/doi/abs/10.1021/acs.joc.6b01602
L2 - http://pubs.acs.org/doi/abs/10.1021/acs.joc.6b01602
N2 - 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.
ER -
LÍZAL, Tomáš, Lukáš USTRNUL, Marek NEČAS a Vladimír ŠINDELÁŘ. Propanediurea-Based Molecular Clips Bind Halide Anions: An Insight into the Mechanism of Cucurbituril Formation. \textit{Journal of Organic Chemistry}. WASHINGTON: AMER CHEMICAL SOC, 2016, roč.~81, č.~19, s.~8906-8910. ISSN~0022-3263. Dostupné z: https://dx.doi.org/10.1021/acs.joc.6b01602.
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