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Application of 1 H/ 13 C inversely correlated NMR spectroscopy to the determination of the stereochemistry of a polysubstituted [2.2]paracyclophane
Author(s) -
Fischer Rüdiger E.,
Dabrowski Janusz,
Ejchart Andrzej,
Staab Heinz A.
Publication year - 1988
Publication title -
magnetic resonance in chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.483
H-Index - 72
eISSN - 1097-458X
pISSN - 0749-1581
DOI - 10.1002/mrc.1260261006
Subject(s) - chemistry , nuclear magnetic resonance spectroscopy , spectral line , spectroscopy , coupling constant , stereochemistry , crystallography , orientation (vector space) , nmr spectra database , physics , geometry , mathematics , particle physics , astronomy , quantum mechanics
The relative orientation of substituents in the opposite rings of one of the isomeric 4,7‐Dichloro‐5,8,12,15‐tetramethoxy‐13,6‐bis[4‐(2‐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 1 H and 13 C resonances were assigned with the aid of 1 H COSY and 1 H/ 13 C inversely correlated spectra.