Document Detail


Phosphorus containing mixed anhydrides-their preparation, labile behaviour and potential routes to their stabilisation.
MedLine Citation:
PMID:  22466313     Owner:  NLM     Status:  Publisher    
Abstract/OtherAbstract:
Simple mixed anhydrides are known to pose synthetic difficulties relating to their thermal lability and ways to stabilise such mixed anhydride systems by relying on either electronic or steric effects were therefore explored. Thus, a series of acyloxyphosphines and acylphosphites derived from either propanoic acid or phenylacetic acid were prepared and their in solution stability assessed. These compounds were, where stability allowed, fully characterised using standard analytical techniques. NMR studies, in particular, unearthed interesting coupling behaviour for a number of the acyloxyphosphines and acylphosphites as well as their rearrangement products which could be linked to their chiral nature. Furthermore, the crystal structures for three of the prepared mixed anhydrides were determined using X-ray crystallography and are reported herein.
Authors:
Jacorien Coetzee; Graham R Eastham; Alexandra M Z Slawin; David J Cole-Hamilton
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Publication Detail:
Type:  JOURNAL ARTICLE     Date:  2012-4-2
Journal Detail:
Title:  Organic & biomolecular chemistry     Volume:  -     ISSN:  1477-0539     ISO Abbreviation:  -     Publication Date:  2012 Apr 
Date Detail:
Created Date:  2012-4-2     Completed Date:  -     Revised Date:  -    
Medline Journal Info:
Nlm Unique ID:  101154995     Medline TA:  Org Biomol Chem     Country:  -    
Other Details:
Languages:  ENG     Pagination:  -     Citation Subset:  -    
Affiliation:
EaStCHEM, School of Chemistry, Purdie Building, University of St. Andrews, St. Andrews, Fife, Scotland, KY16 9ST, UK. djc@st-andrews.ac.uk.
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