Activation of a Zerovalent Diboron Compound by Desymmetrization

Please always quote using this URN: urn:nbn:de:bvb:20-opus-167983
  • 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.show moreshow less

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Metadaten
Author: Julian Böhnke, Merle Arrowsmith, Holger BraunschweigORCiD
URN:urn:nbn:de:bvb:20-opus-167983
Document Type:Preprint
Faculties:Fakultät für Chemie und Pharmazie / Institut für Anorganische Chemie
Language:English
Parent Title (English):Journal of the American Chemical Society
Year of Completion:2018
Source: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
Dewey Decimal Classification:5 Naturwissenschaften und Mathematik / 54 Chemie / 546 Anorganische Chemie
Tag:bond activation; boron; borylene; carbenes; desymmetrization; diboryne; erovalent diboron compounds; hydrogenation; low-valent main group chemistry
Release Date:2018/09/11
Note:
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)
EU-Project number / Contract (GA) number:669054
OpenAIRE:OpenAIRE
Licence (German):License LogoDeutsches Urheberrecht