Alkene Transfer Hydrogenation with Alkaline-Earth Metal Catalysts

Beitrag in einer Fachzeitschrift


Details zur Publikation

Autorinnen und Autoren: Bauer H, Thum K, Alonso M, Fischer C, Harder S
Zeitschrift: Angewandte Chemie International Edition
Jahr der Veröffentlichung: 2019
Band: 58
Heftnummer: 13
Seitenbereich: 4248-4253
ISSN: 1433-7851
eISSN: 1521-3773


Abstract

The alkene transfer hydrogenation (TH) of a variety of alkenes has been achieved with simple AeN(2) catalysts [Ae=Ca, Sr, Ba; N=N(SiMe3)(2)] using 1,4-cyclohexadiene (1,4-CHD) as a H source. Reaction of 1,4-CHD with AeN(2) gave benzene, NH, and the metal hydride species NAeH (or aggregates thereof), which is a catalyst for alkene hydrogenation. BaN2 is by far the most active catalyst. Hydrogenation of activated C=C bonds (e.g. styrene) proceeded at room temperature without polymer formation. Unactivated (isolated) C=C bonds (e.g. 1-hexene) needed a higher temperature (120 degrees C) but proceeded without double-bond isomerization. The ligands fully control the course of the catalytic reaction, which can be: 1)alkene TH, 2)1,4-CHD dehydrogenation, or 3)alkene polymerization. DFT calculations support formation of a metal hydride species by deprotonation of 1,4-CHD followed by H transfer. Convenient access to larger quantities of BaN2, its high activity and selectivity, and the many advantages of TH make this a simple but attractive procedure for alkene hydrogenation.


FAU-Autorinnen und Autoren / FAU-Herausgeberinnen und Herausgeber

Bauer, Heiko Dr.
Lehrstuhl für Anorganische und Metallorganische Chemie
Fischer, Christian
Lehrstuhl für Anorganische und Metallorganische Chemie
Harder, Sjoerd Prof. Dr.
Lehrstuhl für Anorganische und Metallorganische Chemie
Thum, Katharina
Lehrstuhl für Anorganische und Metallorganische Chemie


Einrichtungen weiterer Autorinnen und Autoren

Vrije Universiteit Brussel


Zitierweisen

APA:
Bauer, H., Thum, K., Alonso, M., Fischer, C., & Harder, S. (2019). Alkene Transfer Hydrogenation with Alkaline-Earth Metal Catalysts. Angewandte Chemie International Edition, 58(13), 4248-4253. https://dx.doi.org/10.1002/anie.201813910

MLA:
Bauer, Heiko, et al. "Alkene Transfer Hydrogenation with Alkaline-Earth Metal Catalysts." Angewandte Chemie International Edition 58.13 (2019): 4248-4253.

BibTeX: 

Zuletzt aktualisiert 2019-16-04 um 00:08