title: Generation of a Multicomponent Library of Disulfide Donor-Acceptor Architectures Using Dynamic Combinatorial Chemistry.
abstract: We describe here the generation of new donor-acceptor disulfide architectures obtained in aqueous solution at physiological pH. The application of a dynamic combinatorial chemistry approach allowed us to generate a large number of new disulfide macrocyclic architectures together with a new type of [2]catenanes consisting of four distinct components. Up to fifteen types of structurally-distinct dynamic architectures have been generated through one-pot disulfide exchange reactions between four thiol-functionalized aqueous components. The distribution of disulfide products formed was found to be strongly dependent on the structural features of the thiol components employed. This work not only constitutes a success in the synthesis of topologically- and morphologically-complex targets, but it may also open new horizons for the use of this methodology in the construction of molecular machines.
authors.affiliation: Faculty of Chemistry, Adam Mickiewicz University, Umultowska 89b, 61-614 Poznań, Poland. wojtek.dr888@gmail.com.|Centre for Advanced Technologies, Adam Mickiewicz University, Umultowska 89c, 61-614 Poznań, Poland. wojtek.dr888@gmail.com.
authors.forename: Wojciech
authors.initials: W
authors.lastname: Drożdż
authors.affiliation: Faculty of Chemistry, Adam Mickiewicz University, Umultowska 89b, 61-614 Poznań, Poland. mic.kolodziejski1@gmail.com.|Centre for Advanced Technologies, Adam Mickiewicz University, Umultowska 89c, 61-614 Poznań, Poland. mic.kolodziejski1@gmail.com.
authors.forename: Michał
authors.initials: M
authors.lastname: Kołodziejski
authors.affiliation: Faculty of Chemistry, Adam Mickiewicz University, Umultowska 89b, 61-614 Poznań, Poland. grzegorz_markiewicz@hotmail.com.|Centre for Advanced Technologies, Adam Mickiewicz University, Umultowska 89c, 61-614 Poznań, Poland. grzegorz_markiewicz@hotmail.com.
authors.forename: Grzegorz
authors.initials: G
authors.lastname: Markiewicz
authors.affiliation: Faculty of Chemistry, Adam Mickiewicz University, Umultowska 89b, 61-614 Poznań, Poland. anna.jenczak@op.pl.|Centre for Advanced Technologies, Adam Mickiewicz University, Umultowska 89c, 61-614 Poznań, Poland. anna.jenczak@op.pl.
authors.forename: Anna
authors.initials: A
authors.lastname: Jenczak
authors.affiliation: Faculty of Chemistry, Adam Mickiewicz University, Umultowska 89b, 61-614 Poznań, Poland. ars@amu.edu.pl.|Centre for Advanced Technologies, Adam Mickiewicz University, Umultowska 89c, 61-614 Poznań, Poland. ars@amu.edu.pl.
authors.forename: Artur R
authors.initials: AR
authors.lastname: Stefankiewicz
mesh_terms: D002851:Chromatography, High Pressure Liquid; D020650:Combinatorial Chemistry Techniques / Q000379:methods*; D017666:Deuterium Oxide / Q000737:chemistry; D004220:Disulfides / Q000737:chemistry*; D066244:Proton Magnetic Resonance Spectroscopy; D054852:Small Molecule Libraries; D021241:Spectrometry, Mass, Electrospray Ionization; D014755:Viologens / Q000737:chemistry
chemical_list: D004220:Disulfides; D054852:Small Molecule Libraries; D014755:Viologens; D017666:Deuterium Oxide
keywords: disulfides; donor-acceptor interactions; dynamic combinatorial chemistry; supramolecular chemistry