Minimizing side reactions in chemoenzymatic dynamic kinetic resolution: organometallic and material strategies

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dc.contributor.authorPollock, Ciara L.
dc.contributor.authorFox, Kevin J.
dc.contributor.authorLacroix, Sophie D.
dc.contributor.authorMcDonagh, James
dc.contributor.authorMarr, Patricia C.
dc.contributor.authorNethercott, Alanna M.
dc.contributor.authorPennycook, Annie
dc.contributor.authorQian, Shimeng
dc.contributor.authorRobinson, Linda
dc.contributor.authorSaunders, Graham C.
dc.contributor.authorMarr, Andrew C.
dc.coverage.spatialEnglanden_NZ
dc.date.accessioned2012-11-21T03:52:53Z
dc.date.available2012-11-21T03:52:53Z
dc.date.copyright2012
dc.date.issued2012
dc.description.abstractChemoenzymatic dynamic kinetic resolution (DKR) of rac-1-phenyl ethanol into R-1-phenylethanol acetate was investigated with emphasis on the minimization of side reactions. The organometallic hydrogen transfer (racemization) catalyst was varied, and this was observed to alter the rate and extent of oxidation of the alcohol to form ketone side products. The performance of highly active catalyst [(pentamethylcyclopentadienyl)IrCl₂(1-benzyl,3-methyl-imidazol-2-ylidene)] was found to depend on the batch of lipase B used. The interaction between the bio- and chemo-catalysts was reduced by employing physical entrapment of the enzyme in silica using a sol–gel process. The nature of the gelation method was found to be important, with an alkaline method preferred, as an acidic method was found to initiate a further side reaction, the acid catalyzed dehydration of the secondary alcohol. The acidic gel was found to be a heterogeneous solid acid.en_NZ
dc.identifier.citationPollock, C. L., Fox, K. J., Lacroix, S. D., McDonagh, J., Marr, P. C., Nethercott, A. M., Pennycook, A., et al. (2012). Minimizing side reactions in chemoenzymatic dynamic kinetic resolution: organometallic and material strategies. Dalton Transactions, 41(43), 13423-13428.en_NZ
dc.identifier.doi10.1039/c2dt31781hen_NZ
dc.identifier.issn1477-9226
dc.identifier.urihttps://hdl.handle.net/10289/6873
dc.language.isoen
dc.publisherRoyal Society of Chemistryen_NZ
dc.relation.isPartOfDalton Transactionsen_NZ
dc.relation.ispartofDalton Transactions
dc.titleMinimizing side reactions in chemoenzymatic dynamic kinetic resolution: organometallic and material strategiesen_NZ
dc.typeJournal Articleen_NZ
pubs.begin-page13423en_NZ
pubs.elements-id38076
pubs.end-page13428en_NZ
pubs.issue43en_NZ
pubs.volume41en_NZ
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