Ion Pair-Driven Heterodimeric Capsule Based on Boronate Esterification: Construction and the Dynamic Behavior
We describe the ion pair-driven heterodimeric capsule formation of a cyclotricatechylene 1 and a boronic acid-appended hexahomotrioxacalix[3]arene 2. Although 1 does not interact with 2 in a protic solution, in the presence of Et4NAcO quantitative formation of a heterodimeric capsule via boronate es...
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| Veröffentlicht in: | Journal of the American Chemical Society 2007-12, Vol.129 (49), p.15126-15127 |
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| Hauptverfasser: | , , |
| Format: | Artikel |
| Sprache: | eng |
| Online-Zugang: | Volltext |
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| Zusammenfassung: | We describe the ion pair-driven heterodimeric capsule formation of a cyclotricatechylene 1 and a boronic acid-appended hexahomotrioxacalix[3]arene 2. Although 1 does not interact with 2 in a protic solution, in the presence of Et4NAcO quantitative formation of a heterodimeric capsule via boronate esterification was observed in the NMR, a direct result of anion-induced boronate ester formation and the Et4N+ template. Reversible boronate esterification allowed us to selectively control capsule assembly using pH switching. |
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| ISSN: | 0002-7863 1520-5126 |
| DOI: | 10.1021/ja076792f |