Novel, Very Strongly Basic, Pentacyclic "Proton Sponges" with Vinamidine Structure

Novel, Very Strongly Basic, Pentacyclic "Proton Sponges" with Vinamidine Structure

The pentacyclic compounds 1–3 are thermodynamically very strong and kinetically active “proton sponges,” which are obtainable by means of symmetric construction from 4. In addition, they exhibit a relatively high nucleophilicity. Despite a short distance (254.1 pm) between the two N atoms involved,...

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Veröffentlicht in:Angewandte Chemie International Edition 1987-11, Vol.26 (11), p.1165-1167
Hauptverfasser: Schwesinger, Reinhard, Mißfeldt, Michael, Peters, Karl, von Schnering, Hans Georg
Format: Artikel
Sprache:eng
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Zusammenfassung:The pentacyclic compounds 1–3 are thermodynamically very strong and kinetically active “proton sponges,” which are obtainable by means of symmetric construction from 4. In addition, they exhibit a relatively high nucleophilicity. Despite a short distance (254.1 pm) between the two N atoms involved, the intramolecular hydrogen bond in 3‐H⊕ is unsymmetrical.
ISSN:0570-0833
1521-3773
DOI:10.1002/anie.198711651