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Anion Transport with Chalcogen Bonds

Published in Journal of the American Chemical Society. 2016, vol. 138, no. 29, p. 9093-9096
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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Research group Groupe Matile
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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 https://archive-ouverte.unige.ch/unige:85614

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Deposited on : 2016-08-02

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