Activation of a metal-halogen bond by halogen bonding

  • In recent years, the non-covalent interaction of halogen bonding (XB) has found increasing application in organocatalysis. However, reports of the activation of metal-ligand bonds by XB have so far been limited to a few reactions with elemental iodine or bromine. Herein, we present the activation of metal-halogen bonds by two classes of inert halogen bond donors and the use of the resulting activated complexes in homogenous gold catalysis. The only recently explored class of iodolium derivatives were shown to be effective activators in two test reactions and their activity could be modulated by blocking of the Lewis acidic sites. Bis(benzimidazolium)-based halogen bonding activators provided even more rapid conversion, while the non-iodinated reference compound showed little activity. The role of halogen bonding in the activation of metal-halogen bonds was further investigated by NMR experiments and DFT calculations, which support the mode of activation occurring via halogen bonding.

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Metadaten
Author:Julian WolfGND, Florian HuberGND, Nikita ErochokGND, Flemming HeinenGND, Vincent GuérinGND, Claude Y. LegaultORCiDGND, Stefan F. KirschGND, Stefan M. HuberORCiDGND
URN:urn:nbn:de:hbz:294-98937
DOI:https://doi.org/10.1002/anie.202005214
Parent Title (German):Angewandte Chemie International Edition
Publisher:Wiley-VCH
Place of publication:Hoboken, New Jersey
Document Type:Article
Language:English
Date of Publication (online):2023/05/19
Date of first Publication:2020/05/30
Publishing Institution:Ruhr-Universität Bochum, Universitätsbibliothek
Tag:gold; halogen bonding; noncovalent interactions; organocatalysis; supramolecular chemistry
Volume:59
Issue:38
First Page:16496
Last Page:16500
Note:
Dieser Beitrag ist auf Grund des DEAL-Wiley-Vertrages frei zugänglich.
Institutes/Facilities:Lehrstuhl für Organische Chemie I
Dewey Decimal Classification:Naturwissenschaften und Mathematik / Chemie, Kristallographie, Mineralogie
open_access (DINI-Set):open_access
faculties:Fakultät für Chemie und Biochemie
Licence (English):License LogoCreative Commons - CC BY-NC-ND 4.0 - Attribution-NonCommercial-NoDerivatives 4.0 International

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