Issue 5, 1996

1H–1H long range couplings in fused cyclopropanes. NMR spectral assignment and conformation of 17,18-cyclosteroids

Abstract

1 H–1H NMR couplings through four bonds (4JH–H) involving cyclopropane hydrogen were calculated for model compounds by semiempirical methods and used for the 13C and 1H NMR spectral assignment of 17,18-cyclosteroids. The couplings (4JHH) between cyclopropyl and non-cyclopropyl hydrogen follow an angular dependence which resembles that of allylic couplings. Solution conformations of rings C-D and the side-chain of 17,18-cyclopregnanes were determined from semiempirical molecular orbital calculations, three and four bond 1H–1H coupling constants and NOE measurements.

Article information

Article type
Paper

J. Chem. Soc., Perkin Trans. 2, 1996, 933-938

1 H–1H long range couplings in fused cyclopropanes. NMR spectral assignment and conformation of 17,18-cyclosteroids

E. M. Sproviero, A. Ferrara, R. H. Contreras and G. Burton, J. Chem. Soc., Perkin Trans. 2, 1996, 933 DOI: 10.1039/P29960000933

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