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@article{1639898,
author = {Kandrnálová, Markéta and Kokan, Zoran and Havel, Václav and Nečas, Marek and Šindelář, Vladimír},
article_location = {WEINHEIM (GERMANY)},
article_number = {50},
doi = {http://dx.doi.org/10.1002/anie.201908953},
keywords = {anion receptors; bambusurils; dynamic covalent bonds; macrocycles; rotaxanes},
language = {eng},
issn = {1433-7851},
journal = {Angewandte Chemie International Edition},
title = {Hypervalent Iodine Based Reversible Covalent Bond in Rotaxane Synthesis},
url = {https://onlinelibrary.wiley.com/doi/abs/10.1002/anie.201908953},
volume = {58},
year = {2019}
}
TY - JOUR
ID - 1639898
AU - Kandrnálová, Markéta - Kokan, Zoran - Havel, Václav - Nečas, Marek - Šindelář, Vladimír
PY - 2019
TI - Hypervalent Iodine Based Reversible Covalent Bond in Rotaxane Synthesis
JF - Angewandte Chemie International Edition
VL - 58
IS - 50
SP - 18182-18185
EP - 18182-18185
PB - Verlag Chemie
SN - 14337851
KW - anion receptors
KW - bambusurils
KW - dynamic covalent bonds
KW - macrocycles
KW - rotaxanes
UR - https://onlinelibrary.wiley.com/doi/abs/10.1002/anie.201908953
L2 - https://onlinelibrary.wiley.com/doi/abs/10.1002/anie.201908953
N2 - Reversible covalent bonds play a significant role in achieving the high-yielding synthesis of mechanically interlocked molecules. Still, only a handful of such bonds have been successfully employed in synthetic procedures. Herein, we introduce a novel approach for the fast and simple preparation of interlocked molecules, combining the dynamic bond character of bis(acyloxy)iodate(I) anions with macrocyclic bambusuril anion receptors. The proof of principle was demonstrated on rotaxane synthesis, with near-quantitative yields observed in both the classical and "in situ" approach. The rotaxane formation was confirmed in the solid-state and solution by the X-ray and NMR studies. Our novel approach could be utilized in the fields of dynamic combinatorial chemistry, supramolecular polymers, or molecular machines, as well inspire further research on molecules that exhibit dynamic behavior, but owing to their high reactivity, have not been considered as constituents of more elaborate supramolecular structures.
ER -
KANDRNÁLOVÁ, Markéta, Zoran KOKAN, Václav HAVEL, Marek NEČAS and Vladimír ŠINDELÁŘ. Hypervalent Iodine Based Reversible Covalent Bond in Rotaxane Synthesis. \textit{Angewandte Chemie International Edition}. WEINHEIM (GERMANY): Verlag Chemie, 2019, vol.~58, No~50, p.~18182-18185, 5 pp. ISSN~1433-7851. Available from: https://dx.doi.org/10.1002/anie.201908953.
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