A 35Cl nuclear quadrupole resonance study of 2,2,3,3-tetrachlorotetrahydropyran (I) at 77 K has revealed an anomeric shift of ca. 2·4 MHz between the chlorine atoms in the 2-position; in 2,3,3-trichlorotetrahydropyran (II), similar arguments show that the 2-chlorine takes up an axial position in the solid state.
M. Sabir, J. A. S. Smith, O. Riobé, A. Lebouc, J. Delaunay and J. Cousseau, J. Chem. Soc., Chem. Commun., 1977, 19 DOI: 10.1039/C39770000019
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