A1 Journal article (refereed)
Formation and trapping of the thermodynamically unfavoured inverted-hemicucurbit[6]uril (2019)


Prigorchenko, Elena; Kaabel, Sandra; Narva, Triin; Baškir, Anastassia; Fomitšenko, Maria; Adamson, Jasper; Järving, Ivar; Rissanen, Kari; Tamm, Toomas; Aav, Riina (2019). Formation and trapping of the thermodynamically unfavoured inverted-hemicucurbit[6]uril. Chemical Communications, 55 (63), 9307-9310. DOI: 10.1039/C9CC04990H


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Publication details

All authors or editors: Prigorchenko, Elena; Kaabel, Sandra; Narva, Triin; Baškir, Anastassia; Fomitšenko, Maria; Adamson, Jasper; Järving, Ivar; Rissanen, Kari; Tamm, Toomas; Aav, Riina

Journal or series: Chemical Communications

ISSN: 1359-7345

eISSN: 1364-548X

Publication year: 2019

Volume: 55

Issue number: 63

Pages range: 9307-9310

Publisher: Royal Society of Chemistry

Publication country: United Kingdom

Publication language: English

DOI: https://doi.org/10.1039/C9CC04990H

Open Access: Publication channel is not openly available

Web address of parallel published publication (pre-print): https://chemrxiv.org/articles/Formation_and_Trapping_of_the_Thermodynamically_Unfavoured_Inverted-Hemicucurbit_6_uril/7977566/1


Abstract

Formation of inverted-cis-cyclohexanohemicucurbit[6]uril (i-cis-cycHC[6]), with up to 33% isolated yield, can be induced at the expense of thermodynamically favoured cis-cycHC[6]. Reaction selectivity is governed by the solution-based template-aided dynamic combinatorial chemistry and continuous precipitation of the formed macrocycles. Different binding affinities of three diastereomeric cycHC[6]s with trifluoroacetic acid is demonstrated.


Keywords: supramolecular chemistry


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Ministry reporting: Yes

Reporting Year: 2019

JUFO rating: 2


Last updated on 2020-09-07 at 11:54