0000000001299972
AUTHOR
Liisa T. Kanerva
Improved synthesis of Bn5CpRu(CO)2Cl and its application as racemization catalyst in preparative-scale metalloenzymatic dynamic kinetic resolution of 1-phenylethanol
An improved gram-scale synthesis of Bn5CpRu(CO)2Cl is reported based on heating of pentabenzylcyclopentadiene with Ru3(CO)12 at 160 °C under argon atmosphere in mesitylene followed by addition of chloroform, continued heating, and evaporation of the solvents. Subsequent washing of unreacted ligand precursor with hexane provided pure title compound in 77 % yield. In combination with Candida antarctica lipase B (CAL-B) (Novozym 435), this complex forms a highly active racemization catalyst for metallo-enzymatic dynamic kinetic resolution (DKR) of secondary alcohols as demonstrated in the present work by converting 100 g of racemic 1-phenylethanol to (R)-1-phenylethanol in >99 % ee and 93 %…
Dicarbonylchloro(pentabenzylcyclopentadienyl)ruthenium as Racemization Catalyst in the Dynamic Kinetic Resolution of Secondary Alcohols
Dicarbonylchloro(pentabenzylcyclopentadienyl)ruthenium has been prepared and its structure confirmed by X-ray analysis. This complex shows excellent catalytic activity and modest stability against air in racemization reactions of secondary alcohols. In Candida antarctica lipase B (CAL-B) catalyzed dynamic kinetic resolution (DKR) of 1-phenyl- and 1-(furan-2-yl)ethanol compounds, the new complex shows improved performance as an alcohol racemization catalyst in comparison with its well-known pentaphenylcyclopentadienyl analogue, hitherto considered as the leading catalyst candidate. (© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009)
CCDC 713845: Experimental Crystal Structure Determination
Related Article: Denys Mavrynsky, Mari Päiviö, Katri Lundell, Reijo Sillanpää, Liisa T. Kanerva, Reko Leino|2009|Eur.J.Org.Chem.|2009|1317|doi:10.1002/ejoc.200801248
CCDC 713844: Experimental Crystal Structure Determination
Related Article: Denys Mavrynsky, Mari Päiviö, Katri Lundell, Reijo Sillanpää, Liisa T. Kanerva, Reko Leino|2009|Eur.J.Org.Chem.|2009|1317|doi:10.1002/ejoc.200801248
CCDC 798985: Experimental Crystal Structure Determination
Related Article: Denys Mavrynsky, Liisa T. Kanerva, Reijo Sillanpää, and Reko Leino|2011|Pure Appl.Chem.|83|479|doi:10.1351/PAC-CON-10-09-05