1H-chemical shifts of some dehydro[12]- and dehydro[14]-annulenes

Vogler, Helmut

doi:10.1016/0040-4020(79)87012-X

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1H-chemical shifts of some dehydro[12]- and dehydro[14]-annulenes

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Vogler, Helmut
Department of Organic Chemistry, Max Planck Institute for Medical Research, Max Planck Society;

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Citation

Vogler, H. (1979). 1H-chemical shifts of some dehydro[12]- and dehydro[14]-annulenes. Tetrahedron, 35(5), 657-661. doi:10.1016/0040-4020(79)87012-X.

Cite as: https://hdl.handle.net/21.11116/0000-0003-B46D-8

Abstract

The ring-current (RC) and local anisotropic (LA) contributions to the 1H-chemical shifts of the dehydro[12]- and dehydro[14]-annulenes 1–13 have been calculated. The calculated shifts are in very good accord with experiment. Only protons with distances <3 Å from a triple bond are obtained at too high a field. It is shown that only the consideration of the combined RC and LA effects can provide an explanation of the chemical shifts of inner and outer protons of annulenes.