Abstract
AbstractThe 12H‐dibenzo [d, g] dioxathiocines 2 and 4 are prepared by condensation of the corresponding bis[phenols] 1 and 3 with SOCl2 and SCl2, respectively. X‐Ray analysis reveals the presence of the boat‐chair (BC) form as the only conformer in the solid state of the cyclic thiodioxy derivative 4a, whereas the sulfinyldioxy compound 2a exists in the asymmetric axial boat (B) form, i. e. with endo (axial) orientation of the exocyclic O‐atom. Conformational analysis using 1H‐NMR spectroscopy indicates the presence of a boat form for compounds 2, whereas compounds 4 again exist in the boat chair form. A comparison of 1H‐NMR and thermodynamic parameters with those of the cyclic sulfinyldioxy compound 5 with an equilibrium between e‐BC and a‐BC form (i.e. BC form with equatorial and axial orientation of the exocyclic O‐atom) is made.
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