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Le Touquet – Paris-Plage, France

Zupancic B.,Slovenian National Institute of Chemistry | Mohar B.,Slovenian National Institute of Chemistry | Stephan M.,Slovenian National Institute of Chemistry | Stephan M.,PhosPhoenix SARL
Organic Letters | Year: 2010

A series of R-SMS-Phos ligands was evaluated in the Rh(I)-catalyzed hydrogenation of a set of olefins showing a marked influence of the cyclic nature and structure of the R groups. Overall, cPen- and Cy-SMS-Phos performed efficiently, while Ph- and Bn-SMS-Phos exhibited slower kinetics and furnished lower ees also compared with C6F5CH2-SMS-Phos. The Rh(I)-(Cy-SMS-Phos) catalyst was screened under mild conditions displaying excellent enantioselectivities and high TOFs. Cases of catalysis under catalyst or substrate control were identified. © 2010 American Chemical Society. Source


Kisic A.,Slovenian National Institute of Chemistry | Stephan M.,Slovenian National Institute of Chemistry | Stephan M.,PhosPhoenix SARL | Mohar B.,Slovenian National Institute of Chemistry
Advanced Synthesis and Catalysis | Year: 2014

A diversified ansa-ruthenium(II) catalyst series 1b-f displaying enantiopure N,C-(N-alkylene-N-methylsulfamoyl)-tethered (DPEN-κ2N,N')/η6-arene (DPEN=trans-1,2-diphenylethylenediamine) hybrid ligands was screened in the transfer hydrogenation of alkyl aryl ketones, and α- or β-diketones in formic acid-triethylamine (HCO2H-Et3N) medium under mild conditions and furnished the alcohols in high to excellent ees. © 2014 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim. Source


Kisic A.,Slovenian National Institute of Chemistry | Stephan M.,Slovenian National Institute of Chemistry | Stephan M.,PhosPhoenix SARL | Mohar B.,Slovenian National Institute of Chemistry
Advanced Synthesis and Catalysis | Year: 2015

New 3rd generation designer ansa-ruthenium(II) complexes featuring N,C-alkylene-tethered N,N-dialkylsulfamoyl-DPEN/η6-arene ligands, exhibited good catalytic performance in the asymmetric transfer hydrogenation (ATH) of various classes of (het)aryl ketones in formic acid/triethylamine mixture. In particular, benzo-fused cyclic ketones furnished 98 to >99.9% ee using a low catalyst loading. © 2015 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim. Source


Kisic A.,Slovenian National Institute of Chemistry | Stephan M.,Slovenian National Institute of Chemistry | Stephan M.,PhosPhoenix SARL | Mohar B.,Slovenian National Institute of Chemistry
Organic Letters | Year: 2013

The first second-generation designer Ru(II) catalyst 1b featuring an enantiopure N,C-(N-ethylene-N-methyl-sulfamoyl)-tethered (DPEN- κ2N,N′)/η6-toluene hybrid ligand is introduced. Using an S/C = 1000 in HCO2H-Et3N 5:2 transfer hydrogenation medium, secondary 1-naphthyl alcohols are obtained in up to >99.9% ee under mild conditions. Mechanistic factors are discussed. © 2013 American Chemical Society. Source


Mohar B.,Slovenian National Institute of Chemistry | Stephan M.,Slovenian National Institute of Chemistry | Stephan M.,PhosPhoenix SARL
Advanced Synthesis and Catalysis | Year: 2013

The rhodium(I)-{1,2-bis[(o-tert-butoxyphenyl)(phenyl)phosphino]ethane} [Rh(I)-(t-Bu-SMS-Phos)] catalyst system displayed prime efficiency in the hydrogenation of large series of aamidostyrenes and a-amidoacrylates. Up to >99.9% enantiomeric excesses coupled with very high reaction rates were attained operating routinely under 1-10 bar of hydrogen at 22 °C in methanol. Examples include industrial substrates. © 2013 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim. Source

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