Deactivation of a ruthenium(II) N-heterocyclic carbene p-cymene complex during transfer hydrogenation catalysis View Full Text


Ontology type: schema:ScholarlyArticle     


Article Info

DATE

2018-02

AUTHORS

John R. Miecznikowski, Nicholas A. Bernier, Christopher A. Van Akin, Sheila C. Bonitatibus, Maura E. Morgan, Rami M. Kharbouch, Brandon Q. Mercado, Matthew A. Lynn

ABSTRACT

A ruthenium (II) N-heterocyclic carbene (NHC) complex was synthesized to investigate ligand dissociation as a possible deactivation pathway for the catalytic cycle of a transfer hydrogenation reaction. Diiodo(1,3-dimethylbenzimidazole-2-ylidene)(p-cymene)ruthenium(II) was synthesized for use as the catalytic species and characterized using physico-chemical, spectroscopic methods, and single crystal X-ray diffraction. The transfer of hydrogen from isopropanol to acetophenone was followed using 1H NMR. We observed 94% conversion of the substrate to the alcohol product after 1 h. We also found that the p-cymene complex decomposed during the catalytic reaction to the extent of 80% deactivation after 1 h, based on 1H NMR spectrometry. From Gaussian calculations, an ultraviolet–visible spectrum that is in excellent agreement with the actual spectrum was computed, giving insight into the nature of the absorptions observed experimentally. More... »

PAGES

21-29

Identifiers

URI

http://scigraph.springernature.com/pub.10.1007/s11243-017-0189-x

DOI

http://dx.doi.org/10.1007/s11243-017-0189-x

DIMENSIONS

https://app.dimensions.ai/details/publication/pub.1092445082


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