Nucleophilic Aromatic Substitution at Benzene with Powerful Strontium Hydride and Alkyl Complexes

Journal article


Publication Details

Author(s): Rösch B, Gentner T, Elsen H, Fischer C, Langer J, Wiesinger M, Harder S
Journal: Angewandte Chemie International Edition
Publication year: 2019
Volume: 58
Journal issue: 16
Pages range: 5396-5401
ISSN: 1433-7851
eISSN: 1521-3773


Abstract

Key to the isolation of the first alkyl strontium complex was the synthesis of a strontium hydride complex that is stable towards ligand exchange reactions. This goal was achieved by using the super bulky beta-diketiminate ligand (BDI)-B-DIPeP (CH[C(Me)N-DIPeP](2), DIPeP = 2,6-diisopentylphenyl). Reaction of (BDI)-B-DIPeP-H with Sr[N(SiMe3)(2)](2) gave ((BDI)-B-DIPeP)SrN(SiMe3)(3) which was converted with PhSiH3 into [((BDI)-B-DIPeP)SrH2]. Dissolved in C6D6, the strontium hydride complex is stable up to 70 degrees C At 60 degrees C, H-D isotope exchange gave full conversion into ([(BDI)-B-DIPeP)SrD](2) and C6D5H. Since H-D exchange with D-2 is facile, the strontium hydride complex served as a catalyst for the deuteration of C6H6 by D-2. Reaction of [( (BDI)-B-DIPeP)SrH](2) with ethylene gave [( (BDI)-B-DIPeP)SrEt](2). The high reactivity of this alkyl strontium complex is demonstrated by facile ethylene polymerization and nucleophilic aromatic substitution with C6D6, giving alkylated aromatic products and [((BDI)-B-DIPeP)SrD](2).


FAU Authors / FAU Editors

Elsen, Holger
Lehrstuhl für Anorganische und Metallorganische Chemie
Fischer, Christian
Lehrstuhl für Anorganische und Metallorganische Chemie
Gentner, Thomas Dr.
Lehrstuhl für Anorganische und Metallorganische Chemie
Harder, Sjoerd Prof. Dr.
Lehrstuhl für Anorganische und Metallorganische Chemie
Langer, Jens Dr.
Lehrstuhl für Anorganische und Metallorganische Chemie
Rösch, Bastian
Lehrstuhl für Anorganische und Metallorganische Chemie
Wiesinger, Michael
Lehrstuhl für Anorganische und Metallorganische Chemie


How to cite

APA:
Rösch, B., Gentner, T., Elsen, H., Fischer, C., Langer, J., Wiesinger, M., & Harder, S. (2019). Nucleophilic Aromatic Substitution at Benzene with Powerful Strontium Hydride and Alkyl Complexes. Angewandte Chemie International Edition, 58(16), 5396-5401. https://dx.doi.org/10.1002/anie.201901548

MLA:
Rösch, Bastian, et al. "Nucleophilic Aromatic Substitution at Benzene with Powerful Strontium Hydride and Alkyl Complexes." Angewandte Chemie International Edition 58.16 (2019): 5396-5401.

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Last updated on 2019-23-04 at 11:08