Total assignment of the 1H‐ and 13C‐NMR spectra of dinaphtho[1,2‐b:1′,2′‐d]thiophene through the concerted use of two‐dimensional NMR techniques

Abstract

AbstractThe 1H‐ and 13C‐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.