Selective heteronuclear NOE enhancements in benzoheterocycles. Effect of ring size on indirect three‐spin effects

Jordi Redondo, Francisco Sánchez‐Ferrando, Montserrat Valls, Albert Virgili

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13 Citations (Scopus)

Abstract

The 80 MHz 1H NMR and 20 MHz 13C NMR spectra of five 4‐methylcoumarins, six 4‐methyl‐2(1H)‐quinolones and nine 3‐methylbenzo[b]furans, including six new compounds, were fully assigned. Homonuclear 1H{1H} NOEs and selective heteronuclear 13C{1H} NOEs were measured after low‐power pre‐saturation of the methyl protons. Indirect, negative heteronuclear NOE enhancements were found in suitable three‐spin systems of the 13C1H{1H} type, and their magnitude was found to be dependent on ring size. The first examples of indirect, heteronuclear NOE enhancements on non‐protonated carbons are described. Copyright © 1988 John Wiley & Sons, Ltd.
Original languageEnglish
Pages (from-to)511-517
JournalMagnetic Resonance in Chemistry
Volume26
Issue number6
DOIs
Publication statusPublished - 1 Jan 1988

Keywords

  • 13 1 1 C H{ H} three‐spin effects
  • 2(1H)‐Quinolones
  • Benzo[b]furans
  • Coumarins
  • Heteronuclear NOE
  • Indirect Negative NOE
  • Selective heteronuclear C{ H} NOE 13 1

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