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Discrimination of pseudo-meta and pseudo-para diamino-octafluoro[2.2]paracyclophanes by (1) H, (19) F, and (13) C NMR.
MedLine Citation:
PMID:  23166005     Owner:  NLM     Status:  In-Data-Review    
Abstract/OtherAbstract:
Pseudo-meta and pseudo-para diamino-octafluoro[2.2]paracyclophanes are challenging to separate either by chromatography or recrystallization, but through the use of a mixture of the two isomers, the (1) H, (19) F, and (13) C NMR spectra of these compounds have been fully and unambiguously assigned using (1) H COSY, (1) H-(19) F HOESY, (1) H-(13) C HSQC, (1) H-(13) C HMBC, and (19) F-(13) C HSQC techniques. This permits the easy identification of either of the individual isomers. In addition, the (13) C spectrum of the pseudo-ortho analogue is reported and assigned for the first time. The gem shift effect in this series of bridge-fluorinated paracyclophanes serves to deshield (1) H resonances and shield (13) C. Copyright © 2012 John Wiley & Sons, Ltd.
Authors:
Alex J Roche; Alexander A Marchione
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Publication Detail:
Type:  Journal Article    
Journal Detail:
Title:  Magnetic resonance in chemistry : MRC     Volume:  50     ISSN:  1097-458X     ISO Abbreviation:  Magn Reson Chem     Publication Date:  2012 Dec 
Date Detail:
Created Date:  2012-11-20     Completed Date:  -     Revised Date:  -    
Medline Journal Info:
Nlm Unique ID:  9882600     Medline TA:  Magn Reson Chem     Country:  England    
Other Details:
Languages:  eng     Pagination:  809-12     Citation Subset:  IM    
Copyright Information:
Copyright © 2012 John Wiley & Sons, Ltd.
Affiliation:
Department of Chemistry, Rutgers, The State University of New Jersey, Camden, NJ, USA.
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