Application of 2D NMR spectroscopy to the complete analysis of the 1H NMR spectra of 1‐ and 3‐nitrobenzo[e]pyrene

Abstract COSY and NOESY spectra (400 MHz) have been used to complete the assignment of the 1H NMR spectra of 1‐ and 3‐nitrobenzo[e]pyrene. Both compounds show strong bay region nuclear Overhauser enhancement and significant coupling across bay regions. Both compounds also exhibit extensive long‐range couplings. For 1‐nitrobenzo[e]pyrene the most spectacular couplings are between H‐4 and H‐6 and between H‐4 and H‐8. The most unusual long‐range couplings in 3‐nitrobenzo[e]pyrene are between H‐1 and H‐5, H‐2 and H‐7 and H‐4 and H‐8. Simulation of the spectra reveals that all short‐range coupling constants are normal, and confirms the presence of the long‐range couplings.