Comprehensive Study of the Enhanced Reactivity of Turbo-Grignard Reagents.
Grignard Reaction
Metal-Halogen Exchange
Turbo-Grignard
X-Ray Diffraction
Journal
Angewandte Chemie (International ed. in English)
ISSN: 1521-3773
Titre abrégé: Angew Chem Int Ed Engl
Pays: Germany
ID NLM: 0370543
Informations de publication
Date de publication:
19 Jun 2023
19 Jun 2023
Historique:
received:
20
02
2023
medline:
12
6
2023
pubmed:
28
3
2023
entrez:
27
3
2023
Statut:
ppublish
Résumé
Since its introduction in 2004, Knochel's so called Turbo-Grignard reagents revolutionized the usage of Grignard reagents. Through the simple addition of LiCl to a magnesium alkyl an outstanding increase in reactivity can be achieved. Though the exact composition of the reactive species remained mysterious, the reactive mixture itself is readily used not only in synthesis but also found its way into more distant fields like material science. To unravel this mystery, we combined single-crystal X-ray diffraction with in-solution NMR-spectroscopy and closed our investigations with quantum chemical calculations. Using such a variety of methods, we have gained insight into and an explanation for the extraordinary reactivity of this extremely convenient reagent by determining the structure of the first bimetallic reactive species [t-Bu
Identifiants
pubmed: 36971042
doi: 10.1002/anie.202302489
doi:
Substances chimiques
Indicators and Reagents
0
Magnesium
I38ZP9992A
Anions
0
Types de publication
Journal Article
Langues
eng
Sous-ensembles de citation
IM
Pagination
e202302489Subventions
Organisme : Studienstiftung des Deutschen Volkes
Organisme : Fonds der Chemischen Industrie
Organisme : Deutsche Forschungsgemeinschaft
ID : STR363/12-2
Informations de copyright
© 2023 The Authors. Angewandte Chemie International Edition published by Wiley-VCH GmbH.
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Deposition numbers 2214771 (4 b) and 2214772 (2 b) contain the supplementary crystallographic data for this paper. These data are provided free of charge by the joint Cambridge Crystallographic Data Centre and Fachinformationszentrum Karlsruhe Access Structures service.