Anion receptors containing thiazine-1,1-dioxide heterocycles as hydrogen bond donors
The synthesis, X-ray crystal structures and anion recognition properties of two receptors containing thiazine-1,1-dioxide heterocycles as hydrogen bond donating subunits are reported. The newly synthesized receptors display much different anion selectivities in acetone-d6 than N,N′-diphenyl-1,3-disu...
| Main Authors: | , , |
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| Format: | Article |
| Language: | English |
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Beilstein-Institut
2010-05-01
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| Series: | Beilstein Journal of Organic Chemistry |
| Subjects: | |
| Online Access: | https://doi.org/10.3762/bjoc.6.50 |
| _version_ | 1818946368086999040 |
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| author | Hong-Bo Wang James A. Wisner Michael C. Jennings |
| author_facet | Hong-Bo Wang James A. Wisner Michael C. Jennings |
| author_sort | Hong-Bo Wang |
| collection | DOAJ |
| description | The synthesis, X-ray crystal structures and anion recognition properties of two receptors containing thiazine-1,1-dioxide heterocycles as hydrogen bond donating subunits are reported. The newly synthesized receptors display much different anion selectivities in acetone-d6 than N,N′-diphenyl-1,3-disulfonamidobenzene that was used as a comparison. The selectivity exhibited by one of the new receptors for chloride anions can be attributed to greater steric demand in the cleft formed, in part, by its terminal phenyl rings; an effect that is absent in the comparison receptor. |
| first_indexed | 2024-12-20T08:13:54Z |
| format | Article |
| id | doaj.art-cdcc09fd1b68474f962481de5e4052de |
| institution | Directory Open Access Journal |
| issn | 1860-5397 |
| language | English |
| last_indexed | 2024-12-20T08:13:54Z |
| publishDate | 2010-05-01 |
| publisher | Beilstein-Institut |
| record_format | Article |
| series | Beilstein Journal of Organic Chemistry |
| spelling | doaj.art-cdcc09fd1b68474f962481de5e4052de2022-12-21T19:47:11ZengBeilstein-InstitutBeilstein Journal of Organic Chemistry1860-53972010-05-01615010.3762/bjoc.6.501860-5397-6-50Anion receptors containing thiazine-1,1-dioxide heterocycles as hydrogen bond donorsHong-Bo Wang0James A. Wisner1Michael C. Jennings2Department of Chemistry, University of Western Ontario, 1151 Richmond St., London, Ontario N6A 5B7, CanadaDepartment of Chemistry, University of Western Ontario, 1151 Richmond St., London, Ontario N6A 5B7, CanadaDepartment of Chemistry, University of Western Ontario, 1151 Richmond St., London, Ontario N6A 5B7, CanadaThe synthesis, X-ray crystal structures and anion recognition properties of two receptors containing thiazine-1,1-dioxide heterocycles as hydrogen bond donating subunits are reported. The newly synthesized receptors display much different anion selectivities in acetone-d6 than N,N′-diphenyl-1,3-disulfonamidobenzene that was used as a comparison. The selectivity exhibited by one of the new receptors for chloride anions can be attributed to greater steric demand in the cleft formed, in part, by its terminal phenyl rings; an effect that is absent in the comparison receptor.https://doi.org/10.3762/bjoc.6.50anionshydrogen bondsreceptorssulfonamidessupramolecular chemistry |
| spellingShingle | Hong-Bo Wang James A. Wisner Michael C. Jennings Anion receptors containing thiazine-1,1-dioxide heterocycles as hydrogen bond donors Beilstein Journal of Organic Chemistry anions hydrogen bonds receptors sulfonamides supramolecular chemistry |
| title | Anion receptors containing thiazine-1,1-dioxide heterocycles as hydrogen bond donors |
| title_full | Anion receptors containing thiazine-1,1-dioxide heterocycles as hydrogen bond donors |
| title_fullStr | Anion receptors containing thiazine-1,1-dioxide heterocycles as hydrogen bond donors |
| title_full_unstemmed | Anion receptors containing thiazine-1,1-dioxide heterocycles as hydrogen bond donors |
| title_short | Anion receptors containing thiazine-1,1-dioxide heterocycles as hydrogen bond donors |
| title_sort | anion receptors containing thiazine 1 1 dioxide heterocycles as hydrogen bond donors |
| topic | anions hydrogen bonds receptors sulfonamides supramolecular chemistry |
| url | https://doi.org/10.3762/bjoc.6.50 |
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