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Total assignment of the 1 H‐ and 13 C‐NMR spectra of dinaphtho[1,2‐ b :1′,2′‐ d ]thiophene through the concerted use of two‐dimensional NMR techniques
Author(s) -
Johnston Milton D.,
Castle Raymond N.,
Salazar Miguel,
Kruger Diana K.,
Martin Gary E.
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.1260261007
Subject(s) - heteronuclear molecule , chemistry , proton , spectral line , coherence (philosophical gambling strategy) , context (archaeology) , proton nmr , nmr spectra database , chemical shift , carbon 13 nmr , two dimensional nuclear magnetic resonance spectroscopy , substituent , nuclear magnetic resonance spectroscopy , analytical chemistry (journal) , stereochemistry , physics , organic chemistry , nuclear physics , quantum mechanics , paleontology , biology
The 1 H‐ and 13 C‐NMR spectra of dinaphtho[1,2‐ b :1′2′‐ d ]thiophene (1), a sulfur‐containing polynuclear heteroaromatic, have been totally assigned using a combination of two‐dimensional NMR techniques. Techniques applied were standard proton‐proton COSY, proton zero‐quantum coherence (ZQCOSY, optimized to 7 Hz and to 1.75 Hz), proton double quantum coherence (DQCOSY, optimized to 7 Hz), broad‐band decoupled (both dimensions) proton‐carbon chemical shift correlation, long‐range proton‐carbon chemical shift correlation, and proton‐carbon heteronuclear relayed coherence transfer. A comparison of these methods on 1 showed the most useful information concerning connectivities to be obtained from the zero‐quantum coherence and long‐range heteronuclear correlation experiments. A detailed critique of each type of experiment is given in the context of applications to polynuclear aromatics.