Document Detail

The bromochlorofluoromethane saga.
MedLine Citation:
PMID:  11143807     Owner:  NLM     Status:  PubMed-not-MEDLINE    
Synthesis of optically active samples of bromochlorofluoromethane (CHFClBr) was performed via fractional crystallisation of the strychnine salts of bromochlorofluoroacetic acid (FClBrCCO2H). The S-(+) (R-(-)) absolute configuration of the acid was established by X-ray crystallography and the S-(+) (R-(-)) absolute configuration of the haloform was determined using Raman Optical Activity (ROA) and molecular modelling of the enantioselective molecular recognition process of CHFClBr by the chiral cryptophane-C. From these stereochemical assignments it was observed that the decarboxylation used to obtain S-(+)- and R-(-)-CHFClBr from respectively S-(+)- and R-(-)-FClBrCCO2H occurred with retention of configuration. Finally, the first parity violation (PV) test on CHFClBr was performed and yielded an upper bound for this small stereophysical effect.
J Crassous; A Collet
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Publication Detail:
Type:  Journal Article    
Journal Detail:
Title:  Enantiomer     Volume:  5     ISSN:  1024-2430     ISO Abbreviation:  Enantiomer     Publication Date:  2000  
Date Detail:
Created Date:  2000-12-15     Completed Date:  2002-10-01     Revised Date:  2003-10-31    
Medline Journal Info:
Nlm Unique ID:  9612491     Medline TA:  Enantiomer     Country:  England    
Other Details:
Languages:  eng     Pagination:  429-38     Citation Subset:  -    
Stéréochimie et Interactions Moléculaires (UMR ENS-CNRS 5532), Ecole Normale Supérieure de Lyon, 69364 Lyon, France.
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