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Int. J. Mol. Sci. 2015, 16(7), 16300-16312; doi:10.3390/ijms160716300

Generation of a Multicomponent Library of Disulfide Donor-Acceptor Architectures Using Dynamic Combinatorial Chemistry

1
Faculty of Chemistry, Adam Mickiewicz University, Umultowska 89b, 61-614 Poznań, Poland
2
Centre for Advanced Technologies, Adam Mickiewicz University, Umultowska 89c, 61-614 Poznań, Poland
*
Author to whom correspondence should be addressed.
Academic Editor: John George Hardy
Received: 21 May 2015 / Revised: 16 June 2015 / Accepted: 18 June 2015 / Published: 17 July 2015
(This article belongs to the Special Issue Supramolecular Interactions)
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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. View Full-Text
Keywords: supramolecular chemistry; dynamic combinatorial chemistry; disulfides; donor-acceptor interactions supramolecular chemistry; dynamic combinatorial chemistry; disulfides; donor-acceptor interactions
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This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. (CC BY 4.0).

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Drożdż, W.; Kołodziejski, M.; Markiewicz, G.; Jenczak, A.; Stefankiewicz, A.R. Generation of a Multicomponent Library of Disulfide Donor-Acceptor Architectures Using Dynamic Combinatorial Chemistry. Int. J. Mol. Sci. 2015, 16, 16300-16312.

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