Activation of a Zerovalent Diboron Compound by Desymmetrization
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- The desymmetrization of the cyclic (alkyl)(amino)carbene-supported diboracumulene, B\(_2\)(cAAC\(^{Me}\))\(_2\) (cAAC\(^{Me}\) = 1- (2,6-diisopropylphenyl)-3,3,5,5-tetramethylpyrrolidin-2-ylidene) by mono-adduct formation with IMe\(^{Me}\) (1,3-dimethylimidazol-2-ylidene) yields the zerovalent sp-sp\(^2\) diboron compound B\(_2\)(cAAC\(^{Me}\))\(_2\)(IMe\(^{Me}\)), which provides a versatile platform for the synthesis of novel symmetrical and unsymmetrical zerovalent sp\(^2\)-sp\(^2\) diboron compounds by adduct formation with IMe\(^{Me}\) andThe desymmetrization of the cyclic (alkyl)(amino)carbene-supported diboracumulene, B\(_2\)(cAAC\(^{Me}\))\(_2\) (cAAC\(^{Me}\) = 1- (2,6-diisopropylphenyl)-3,3,5,5-tetramethylpyrrolidin-2-ylidene) by mono-adduct formation with IMe\(^{Me}\) (1,3-dimethylimidazol-2-ylidene) yields the zerovalent sp-sp\(^2\) diboron compound B\(_2\)(cAAC\(^{Me}\))\(_2\)(IMe\(^{Me}\)), which provides a versatile platform for the synthesis of novel symmetrical and unsymmetrical zerovalent sp\(^2\)-sp\(^2\) diboron compounds by adduct formation with IMe\(^{Me}\) and CO, respectively. Furthermore, B\(_2\)(cAAC\(^{Me}\))\(_2\)(IMe\(^{Me}\)) displays enhanced reactivity compared to its symmetrical precursor, undergoing spontaneous intramolecular C-H activation and facile twofold hydrogenation, the latter resulting in B-B bond cleavage and the formation of the mixed-base parent borylene, (cAAC\(^{Me}\))(IMe\(^{Me}\))BH.…
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| Autor(en): | Julian Böhnke, Merle Arrowsmith, Holger BraunschweigORCiD |
|---|---|
| URN: | urn:nbn:de:bvb:20-opus-167983 |
| 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: | 2018 |
| Originalveröffentlichung / Quelle: | Journal of the American Chemical Society, 2018, 140 (32), pp 10368–10373 DOI: 10.1021/jacs.8b06930 |
| DOI: | https://doi.org/10.1021/jacs.8b06930 |
| Allgemeine fachliche Zuordnung (DDC-Klassifikation): | 5 Naturwissenschaften und Mathematik / 54 Chemie / 546 Anorganische Chemie |
| Freie Schlagwort(e): | bond activation; boron; borylene; carbenes; desymmetrization; diboryne; erovalent diboron compounds; hydrogenation; low-valent main group chemistry |
| Datum der Freischaltung: | 11.09.2018 |
| 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.8b06930 (Julian Böhnke, Merle Arrowsmith, and Holger Braunschweig: Reactivity Enhancement of a Zerovalent Diboron Compound by Desymmetrization, Journal of the American Chemical Society 2018, 140, (32), 10368-10373. DOI: 10.1021/jacs.8b06930) |
| Lizenz (Deutsch): |  Deutsches Urheberrecht |