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
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container_issue 11
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container_title Angewandte Chemie International Edition
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creator Schwesinger, Reinhard
Mißfeldt, Michael
Peters, Karl
von Schnering, Hans Georg
description 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.
doi_str_mv 10.1002/anie.198711651
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title Novel, Very Strongly Basic, Pentacyclic "Proton Sponges" with Vinamidine Structure
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