Abstract
The “selective-irradiation” and “spin-tickling”, nuclear magnetic double-resonance (n.m.d.r.) techniques have been used for determining the relative signs of the vicinal and geminal 19F- 1H couplings of a series of glycopyranosyl fluorides. In all cases, these two couplings have the same relative signs. Heteronuclear decoupling experiments on 3,4,6-tri- O-acetyl-2-bromo-2-deoxy-α- D -mannopyranosyl fluoride ( 2) show that, for this derivative, the vicinal coupling between H-1 and H-2 and the geminal coupling between H-1 and F have the same relative sign. On this basis, an absolute positive sign has been assigned to both the vicinal and the geminal 19F- 1H couplings; this result is in accord with data for other derivatives.
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