2020
DOI: 10.1002/chem.202000396
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Cyclometalated Ruthenium Pincer Complexes as Catalysts for the α‐Alkylation of Ketones with Alcohols

Abstract: Ruthenium PNP pincer complexes bearing supplementary cyclometalated C,N‐bound ligands have been prepared and fully characterized for the first time. By replacing CO and H− as ancillary ligands in such complexes, additional electronic and steric modifications of this topical class of catalysts are possible. The advantages of the new catalysts are demonstrated in the general α‐alkylation of ketones with alcohols following a hydrogen autotransfer protocol. Herein, various aliphatic and benzylic alcohols were appl… Show more

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Cited by 26 publications
(12 citation statements)
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“…In conclusion, we have introduced a very simple but highly effective strategy to design new chiral transition metal catalysts by adding a cyclometalated N ‐(4‐nitrophenyl)imidazo[1,5‐ a ]pyridine ligand to a C 2 ‐symmetric chiral ruthenium pyridine‐2,6‐bis(oxazoline) complex . The cyclometalated ligand strongly modulates the catalytic activity of the ruthenium center and at the same time plays an important role in the asymmetric induction.…”
Section: Figurementioning
confidence: 99%
“…In conclusion, we have introduced a very simple but highly effective strategy to design new chiral transition metal catalysts by adding a cyclometalated N ‐(4‐nitrophenyl)imidazo[1,5‐ a ]pyridine ligand to a C 2 ‐symmetric chiral ruthenium pyridine‐2,6‐bis(oxazoline) complex . The cyclometalated ligand strongly modulates the catalytic activity of the ruthenium center and at the same time plays an important role in the asymmetric induction.…”
Section: Figurementioning
confidence: 99%
“…of deuterium oxide as deuterium source in the presence of common ruthenium catalysts. While cyclometalated ruthenium complexes as developed in our group [18] as well as NHC ligated metathesis catalysts performed well, the best results were achieved with the simple and commercially available ruthenium chloride p ‐cymene dimer (Table 1, entry 1). Notably, the addition of p ‐chlorobenzoic acid and silver hexafluoroantimonate are necessary to activate the ruthenium complex.…”
Section: Resultsmentioning
confidence: 97%
“…At the start of our investigations, different cyclometalated ruthenium complexes of the general structure Ru(C^N)(pcymene)Cl (4-10 in Scheme 2) were synthesized following modified literature procedures. 34,61 All these complexes were then tested in the N-methylation of aniline as a model system. In order to get an idea on the catalytic potential of these complexes, initial test reactions were carried out at 70°C with 2 mol% of the respective complex, albeit in the presence of 1 equiv.…”
Section: Resultsmentioning
confidence: 99%
“…Very recently, our group discovered that cyclometalated ligands can have a positive influence on the reactivity of ruthenium pincer complexes, 34 so we were interested in discovering more applications for such catalysts. Indeed, cyclometalated ruthenium complexes gained increasing attention for applications in hydrogen transfer catalysis, recently.…”
Section: Introductionmentioning
confidence: 99%