Polarized Naphthalimide CH Donors Enhance Cl– Binding within an Aryl-Triazole Receptor
The dipolar character of 1,8-naphthalimide together with polarization of the C4–H and C5–H donors has been utilized in receptor 1 to effectively bind chloride alongside triazole and phenylene units. The Cl– binding strength of 1 shows that the naphthalimide provides greater anion stabilization than...
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Veröffentlicht in: | Organic letters 2011-12, Vol.13 (23), p.6260-6263 |
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Hauptverfasser: | , , , , |
Format: | Artikel |
Sprache: | eng |
Online-Zugang: | Volltext |
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Zusammenfassung: | The dipolar character of 1,8-naphthalimide together with polarization of the C4–H and C5–H donors has been utilized in receptor 1 to effectively bind chloride alongside triazole and phenylene units. The Cl– binding strength of 1 shows that the naphthalimide provides greater anion stabilization than an unactivated phenylene, and DFT calculations show that its collinear donor array can be a “urea-like” analog for CH···anion interactions. |
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ISSN: | 1523-7060 1523-7052 |
DOI: | 10.1021/ol202729z |