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Application of 1H/13C inversely correlated NMR spectroscopy to the determination of the stereochemistry of a polysubstituted [2.2]paracyclophane

✍ Scribed by Rüdiger E. Fischer; Janusz Dabrowski; Andrzej Ejchart; Heinz A. Staab

Publisher: John Wiley and Sons
Year: 1988
Tongue: English
Weight: 409 KB
Volume: 26
Category: Article
ISSN: 0749-1581
DOI: 10.1002/mrc.1260261006

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✦ Synopsis

The relative orientation of substituents in the opposite rings of one of the isomeric 4,7-dichloro-5,8,12,19 tetramethoxy-13,1Cbis[~~methoxycarbonylphenyl)butyl~[2.2~paracyclophanes was determined by establishing by NOE their orientation relative to the bridge protons, which thus served as 'space-spy nuclei.' The mutual orientation of these bridge protons was ascertained by the analysis of their coupling constants, obtained from a phasesensitive COSY spectrum. The 'H and "C resonances were assigned with the aid of 'H COSY and 'H/"C inversely correlated spectra.

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