Stable Mesoionic N‐Heterocyclic Olefins (mNHOs)
Abstract: We report a new class of stable mesoionic N‐heterocyclic olefins, featuring a highly polarized (strongly ylidic) double bond. The ground‐state structure cannot be described through an uncharged mesomeric Lewis‐structure, thereby structurally distinguishing them from traditional N‐heterocyclic olefins (NHOs). mNHOs can easily be obtained through deprotonation of the corresponding methylated N,N′‐diaryl‐1,2,3‐triazolium and N,N′‐diaryl‐imidazolium salts, respectively. In their reactivity, they represent strong σ‐donor ligands as shown by their coordination complexes of rhodium and boron. Their calculated proton affinities, their experimentally derived basicities (competition experiments), as well as donor abilities (Tolman electronic parameter; TEP) exceed the so far reported class of NHOs.
- Standort
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Deutsche Nationalbibliothek Frankfurt am Main
- Umfang
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Online-Ressource
- Sprache
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Englisch
- Erschienen in
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Stable Mesoionic N‐Heterocyclic Olefins (mNHOs) ; volume:59 ; number:14 ; year:2020 ; pages:5782-5787 ; extent:6
Angewandte Chemie / International edition. International edition ; 59, Heft 14 (2020), 5782-5787 (gesamt 6)
- Urheber
- DOI
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10.1002/anie.201914571
- URN
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urn:nbn:de:101:1-2022061211173294299355
- Rechteinformation
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Open Access; Der Zugriff auf das Objekt ist unbeschränkt möglich.
- Letzte Aktualisierung
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15.08.2025, 07:25 MESZ
Datenpartner
Deutsche Nationalbibliothek. Bei Fragen zum Objekt wenden Sie sich bitte an den Datenpartner.
Beteiligte
- Hansmann, Max M.
- Antoni, Patrick W.
- Pesch, Henner
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