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Experimental and theoretical study of the induced paramagnetic ring-current in the 4-membered ring of biphenylene and related hydrocarbons

par Figeys, Hubert ;Defay, Nicole ;Martin, Ricardo;McOmie, John;Ayres, Barry;Chadwick, J.B.
Référence Tetrahedron, 32, 21, page (2571-2578)
Publication Publié, 1976

Article révisé par les pairs

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Résumé :

Ring current intensities and proton chemical shifts have been calculated for a series of condensed aromatic hydrocarbons including biphenylenes. The calculations show that an induced paramagnetic ring current occurs in the 4-membered ring of each of the biphenylenes studied and this effect accounts for the observed spectra. PMR measurements on 1-mono-, 2-mono- and 2,3,6,7-tetra-deuteriated biphenylene prove that the chemical shifts of the 1- and 2-protons are at δ CDCl3 6.60 and 6.70 respectively and not vice versa as assumed by previous authors. © 1976.