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Anion Transport with Chalcogen Bonds

Published inJournal of the American Chemical Society, vol. 138, no. 29, p. 9093-9096
Publication date2016
Abstract

In this report, we introduce synthetic anion transporters that operate with chalcogen bonds. Electron-deficient dithieno[3,2-b;2′,3′-d]thiophenes (DTTs) are identified as ideal to bind anions in the focal point of the σ holes on the cofacial endocyclic sulfur atoms. Anion binding in solution and anion transport across lipid bilayers are found to increase with the depth of the σ holes of the DTT anionophores. These results introduce DTTs and related architectures as a privileged motif to engineer chalcogen bonds into functional systems, complementary in scope to classics such as 2,2′-bipyrroles or 2,2′-bipyridines that operate with hydrogen bonds and lone pairs, respectively.

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Citation (ISO format)
BENZ, Sebastian et al. Anion Transport with Chalcogen Bonds. In: Journal of the American Chemical Society, 2016, vol. 138, n° 29, p. 9093–9096. doi: 10.1021/jacs.6b05779
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ISSN of the journal0002-7863
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Creation07/27/2016 4:56:00 PM
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