Document Detail


Novel Pd/C-catalyzed redox reactions between aliphatic secondary alcohols and ketones under hydrogenation conditions: application to H-D exchange reaction and the mechanistic study.
MedLine Citation:
PMID:  17315934     Owner:  NLM     Status:  MEDLINE    
Abstract/OtherAbstract:
A liquid-phase redox system between secondary alcohols and ketones is described. Deuteration of either secondary alcohols or ketones using the Pd/C-H2-D2O system gave a mixture of deuterium-labeled secondary alcohols and ketones. The results indicated that the secondary alcohol was oxidized to the corresponding ketone without oxidants under the hydrogenation conditions and the hydrogenation of the aliphatic ketone to the corresponding secondary alcohol simultaneously proceeded. Detailed mechanistic studies on the redox system as well as the H-D exchange reaction are discussed.
Authors:
Hiroyoshi Esaki; Rumi Ohtaki; Tomohiro Maegawa; Yasunari Monguchi; Hironao Sajiki
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Publication Detail:
Type:  Journal Article; Research Support, Non-U.S. Gov't     Date:  2007-02-22
Journal Detail:
Title:  The Journal of organic chemistry     Volume:  72     ISSN:  0022-3263     ISO Abbreviation:  J. Org. Chem.     Publication Date:  2007 Mar 
Date Detail:
Created Date:  2007-03-09     Completed Date:  2007-05-31     Revised Date:  -    
Medline Journal Info:
Nlm Unique ID:  2985193R     Medline TA:  J Org Chem     Country:  United States    
Other Details:
Languages:  eng     Pagination:  2143-50     Citation Subset:  IM    
Affiliation:
Laboratory of Medicinal Chemistry, Gifu Pharmaceutical University, 5-6-1 Mitahora-higashi, Gifu 502-8585, Japan.
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MeSH Terms
Descriptor/Qualifier:
Alcohols / chemistry*
Carbon / chemistry
Catalysis
Deuterium Exchange Measurement
Hydrogenation
Ketones / chemistry*
Oxidation-Reduction
Palladium / chemistry
Chemical
Reg. No./Substance:
0/Alcohols; 0/Ketones; 7440-05-3/Palladium; 7440-44-0/Carbon

From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine


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