Coupling to sp-Hybridized Carbon: 13C-13C Coupling Constants in Some Polycycloalkanecarbonitriles

Abstract

Comparison of the effect of sp-hybridized carbon on the magnitude of directly bonded and vicinal coupling constants in the labelled nitriles (1)-(7) with that of sp2 and sp3 carbon reveals some interesting, though not major, differences. As noted previously, three-bond coupling involving the labelled carbon and the bridgehead carbon in the bicyclo[n.1.1] alkanes has an important through-space component.