Novel Organoruthenium(II)
β‑Diketonates
as Catalysts for Ortho Arylation via C–H Activation
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Abstract
Five different fluorinated β-diketone ligands in
the presence
of sodium methoxide easily react with the organoruthenium precursor
[(η<sup>6</sup>-<i>p</i>-cymene)Ru(μ-Cl)Cl]<sub>2</sub>, generating neutral complexes <b>1</b>–<b>5</b> with typical “piano-stool” geometry. All synthesized
compounds were characterized by multinuclear NMR, X-ray diffraction,
and other standard physicochemical methods. These isolated organoruthenium(II)
complexes are air-, moisture-, and UV-stable compounds and were tested
for catalytic activity. It was found that these compounds are ready
to use catalysts, which are efficient for direct arylation of 2-phenylpyridine.
With the use of 4-bromoacetophenone as arylating reagent, these complexes
show enhanced selectivity for monoarylated products. All reagents
are commercially available and relatively inexpensive, which makes
these catalysts generally available
