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Anion Transport with Chalcogen Bonds
Open accessAbstract
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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Metadata
- Authors
- Benz, S., Macchione, M., Verolet, Q., Mareda, J., Sakai, N., & Matile, S.
- Venue
- Journal of the American Chemical Society
- Publisher
- American Chemical Society (ACS)
- Published
- 2016-07-19
- Volume
- 138
- Issue
- 29
- Pages
- 9093-9096
- ISSN
- 0002-7863 (ISSN-L)
- 1520-5126
- OpenAlex
- W109991243
- Cited by
- 297
- References
- 74
- FWCI
- 15.44
- Type
- journal article
- Language
- en
- Open access
- green
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