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.

Standort
Deutsche Nationalbibliothek Frankfurt am Main
Umfang
Online-Ressource
Sprache
Englisch

Erschienen in
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)

Urheber
Thiess, Torsten
Mellerup, Soren K.
Braunschweig, Holger

DOI
10.1002/chem.201903259
URN
urn:nbn:de:101:1-2022071408053232914743
Rechteinformation
Open Access; Der Zugriff auf das Objekt ist unbeschränkt möglich.
Letzte Aktualisierung
15.08.2025, 07:33 MESZ

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