Assessment of the Long-Range NMR C,H Coupling of a Series of Carbazolequinone Derivatives

Int J Mol Sci. 2023 Dec 14;24(24):17450. doi: 10.3390/ijms242417450.

Abstract

Synthesis, the complete 1H- and 13C-NMR assignments, and the long-range C,H coupling constants (nJC,H) of some hydrogen-deficient carbazolequinones, assessed by a J-HMBC experiment, are reported. In these molecules, the protons, used as entry points for assignments, are separated by several bonds with non-protonated atom carbons. Therefore, the use of long-range NMR experiments for the assignment of the spectra is mandatory; we used HSQC and HMBC. On the other hand, the measured heteronuclear (C,H) coupling constants 2J to 5J) allow us to choose the value of the long-range delay used in the HMBC experiment less arbitrarily in order to visualize a desired correlation in the spectrum. The chemical shifts and the coupling constant values can be used as input for assignments in related chemical structures.

Keywords: J-HMBC; NMR spectroscopy; carbazolequinones; long-range C-H coupling; quinone.

MeSH terms

  • Carbon* / chemistry
  • Hydrogen / chemistry
  • Magnetic Resonance Imaging
  • Magnetic Resonance Spectroscopy
  • Protons*

Substances

  • Protons
  • Carbon
  • Hydrogen