Trapping of a Borirane Intermediate in the Reductive Coupling of an Arylborane to a Diborene
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- The reductive coupling of an NHC-stabilized aryldibromoborane yields a mixture of trans- and cis-diborenes in which the aryl groups are coplanar with the diborene core. Under dilute reduction conditions two diastereomers of a borirane-borane intermediate are isolated, which upon further reduction give rise to the aforementioned diborene mixture. DFT calculations suggest a mechanism proceeding via nucleophilic attack of a dicoordinate borylene intermediate on the aryl ring and subsequent intramolecular B-B bond formation.
Autor(en): | Alexander Hermann, Merle Arrowsmith, Daniel Trujillo-Gonzalez, J. Oscar C. Jiménez-Halla, Alfredo Vargas, Holger BraunschweigORCiD |
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URN: | urn:nbn:de:bvb:20-opus-203140 |
Dokumentart: | Preprint (Vorabdruck) |
Institute der Universität: | Fakultät für Chemie und Pharmazie / Institut für Anorganische Chemie |
Sprache der Veröffentlichung: | Englisch |
Titel des übergeordneten Werkes / der Zeitschrift (Englisch): | Journal of the American Chemical Society |
Erscheinungsjahr: | 2020 |
Originalveröffentlichung / Quelle: | Journal of the American Chemical Society 2020, 142, 12, 5562-5567, https://doi.org/10.1021/jacs.0c02306 |
DOI: | https://doi.org/10.1021/jacs.0c02306 |
Allgemeine fachliche Zuordnung (DDC-Klassifikation): | 5 Naturwissenschaften und Mathematik / 54 Chemie / 546 Anorganische Chemie |
Freie Schlagwort(e): | boron; reactive intermediates; reductive coupling |
Datum der Freischaltung: | 30.04.2020 |
EU-Projektnummer / Contract (GA) number: | 669054 |
OpenAIRE: | OpenAIRE |
Anmerkungen: | This document is the unedited Author’s version of a Submitted Work that was subsequently accepted for publication in Journal of the American Chemical Society, copyright © American Chemical Society after peer review. To access the final edited and published work see https://doi.org/10.1021/jacs.0c02306 |
Lizenz (Deutsch): | Deutsches Urheberrecht |