| Minimizing side reactions in chemoenzymatic dynamic kinetic resolution: organometallic and material strategies. | |
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MedLine Citation:
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PMID: 23007791 Owner: NLM Status: Publisher |
Abstract/OtherAbstract:
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Chemoenzymatic 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)IrCl(2)(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. |
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Authors:
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Ciara L Pollock; Kevin J Fox; Sophie D Lacroix; James McDonagh; Patricia C Marr; Alanna M Nethercott; Annie Pennycook; Shimeng Qian; Linda Robinson; Graham C Saunders; Andrew C Marr |
Publication Detail:
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Type: JOURNAL ARTICLE Date: 2012-9-25 |
Journal Detail:
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Title: Dalton transactions (Cambridge, England : 2003) Volume: - ISSN: 1477-9234 ISO Abbreviation: Dalton Trans Publication Date: 2012 Sep |
Date Detail:
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Created Date: 2012-9-25 Completed Date: - Revised Date: - |
Medline Journal Info:
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Nlm Unique ID: 101176026 Medline TA: Dalton Trans Country: - |
Other Details:
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Languages: ENG Pagination: - Citation Subset: - |
Affiliation:
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School of Chemistry and Chemical Engineering, Queen's University Belfast, David Keir Building, Belfast, BT9 5AG, UK. a.marr@qub.ac.uk. |
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From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine
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