| SOKOLOV, Jan, Adam ŠTEFEK and Vladimír ŠINDELÁŘ. Functionalized Chiral Bambusurils: Synthesis and Host-Guest Interactions with Chiral Carboxylates. CHEMPLUSCHEM. WEINHEIM (GERMANY): Wiley - Verlag Chemie, 2020, vol. 85, No 6, p. 1307-1314. ISSN 2192-6506. Available from: https://dx.doi.org/10.1002/cplu.202000261. |
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@article{1681018,
author = {Sokolov, Jan and Štefek, Adam and Šindelář, Vladimír},
article_location = {WEINHEIM (GERMANY)},
article_number = {6},
doi = {http://dx.doi.org/10.1002/cplu.202000261},
keywords = {anion receptors; enantioselective recognition; glycolurils; host-guest systems; macrocycles},
language = {eng},
issn = {2192-6506},
journal = {CHEMPLUSCHEM},
title = {Functionalized Chiral Bambusurils: Synthesis and Host-Guest Interactions with Chiral Carboxylates},
url = {https://chemistry-europe.onlinelibrary.wiley.com/doi/abs/10.1002/cplu.202000261},
volume = {85},
year = {2020}
}
TY - JOUR
ID - 1681018
AU - Sokolov, Jan - Štefek, Adam - Šindelář, Vladimír
PY - 2020
TI - Functionalized Chiral Bambusurils: Synthesis and Host-Guest Interactions with Chiral Carboxylates
JF - CHEMPLUSCHEM
VL - 85
IS - 6
SP - 1307-1314
EP - 1307-1314
PB - Wiley - Verlag Chemie
SN - 21926506
KW - anion receptors
KW - enantioselective recognition
KW - glycolurils
KW - host-guest systems
KW - macrocycles
UR - https://chemistry-europe.onlinelibrary.wiley.com/doi/abs/10.1002/cplu.202000261
L2 - https://chemistry-europe.onlinelibrary.wiley.com/doi/abs/10.1002/cplu.202000261
N2 - Bambusurils are a class of macrocyclic anion receptors that exhibit notable anion recognition properties, able to bind various inorganic anions as well the carboxylates or sulfonates. Recently, we reported enantioselective recognition of chiral carboxylates using non-functionalized chiral bambusuril derivatives. Herein, we report the synthesis and host-guest properties of two new representatives of chiral bambusuril macrocycles bearing ester functional groups, differing by the substituents attached to their portals. Their supramolecular properties in terms of carboxylate binding were studied by means of NMR in DMSO-d(6). The reported bambusurils bind selected chiral carboxylates with enantioselectivity factors up to 3.1. The results indicated that the selectivity towards different carboxylates is governed by the steric constraint of the substituents surrounding bambusuril portals. No clear trend in the binding affinities and their enantioselectivities was found.
ER -
SOKOLOV, Jan, Adam ŠTEFEK and Vladimír ŠINDELÁŘ. Functionalized Chiral Bambusurils: Synthesis and Host-Guest Interactions with Chiral Carboxylates. \textit{CHEMPLUSCHEM}. WEINHEIM (GERMANY): Wiley - Verlag Chemie, 2020, vol.~85, No~6, p.~1307-1314. ISSN~2192-6506. Available from: https://dx.doi.org/10.1002/cplu.202000261.
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