B−B Cleavage and Ring‐Expansion of a 1,4,2,3‐Diazadiborinine with N‐Heterocyclic Carbenes
Abstract: A 1,4,2,3‐diazadiborinine derivative was found to form Lewis adducts with strong two‐electron donors such as N‐heterocyclic and cyclic (alkyl)(amino) carbenes. Depending on the donor, some of these Lewis pairs are thermally unstable, converting to sole B,N‐embedded products upon gentle heating. The products of these reactions, which have been fully characterized by NMR spectroscopy, elemental analysis, and single‐crystal X‐ray diffraction, were identified as B,N‐heterocycles with fused 1,5,2,4‐diazadiborepine and 1,4,2‐diazaborinine rings. Computational modelling of the reaction mechanism provides insight into the formation of these unique structures, suggesting that a series of B−H, C−N, and B−B bond activation steps are responsible for these “intercalation” reactions between the 1,4,2,3‐diazadiborinine and NHCs.
- Location
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Deutsche Nationalbibliothek Frankfurt am Main
- Extent
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Online-Ressource
- Language
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Englisch
- Bibliographic citation
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B−B Cleavage and Ring‐Expansion of a 1,4,2,3‐Diazadiborinine with N‐Heterocyclic Carbenes ; volume:25 ; number:59 ; year:2019 ; pages:13572-13578 ; extent:7
Chemistry - a European journal ; 25, Heft 59 (2019), 13572-13578 (gesamt 7)
- Creator
- DOI
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10.1002/chem.201903259
- URN
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urn:nbn:de:101:1-2022071408053232914743
- Rights
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Open Access; Der Zugriff auf das Objekt ist unbeschränkt möglich.
- Last update
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15.08.2025, 7:33 AM CEST
Data provider
Deutsche Nationalbibliothek. If you have any questions about the object, please contact the data provider.
Associated
- Thiess, Torsten
- Mellerup, Soren K.
- Braunschweig, Holger
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N-heterocyclic carbenes in organocatalysis
Cationic 5-phosphonio-substituted N-heterocyclic carbenes
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Special topic N-heterocyclic carbenes
N-heterocyclic carbenes in organocatalysis
Cationic 5-phosphonio-substituted N-heterocyclic carbenes
Halogen Complexes of Anionic N‐Heterocyclic Carbenes
Cationic 5-phosphonio-substituted N-heterocyclic carbenes
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