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1H  and 31P  NMR   study of 3,9-di(alkylphenoxy)-2,4,8,10-tetraoxa-3,9-diphosphaspiro[5,5]undecanes and their 3,9-dioxo analogs

V. Pätoprstý, Ľ. Malík, I. Goljer, M. Gőghová, M. Karvaš, and J. Durmis

Czechoslovak Institute of Metrology, CS-S42 55 Bratislava


Abstract: The 1H and 31P NMR data concerning the spiro moiety of 3,9-di(alkylphenoxy)-2,4,8,10-tetraoxa-3,9-diphosphaspiro[5,5]undecanes and their 3,9-dioxo analogues were used for the study of conformation. As for the derivatives of tricoordinated phosphorus, the, values of spin-spin coupling constants as well as their constancy in the temperature interval 23—72 °C imply the existence solely of the chair conformation with — O R in the axial position. The temperature dependence of the coupling constants J(P—H) and J(H—H) of the derivatives of tetracoordinated phosphorus suggests the presence of a mixture of conformers, but the chair conformation with axial — O R group remains preferred. A dependence of concentration of the chair conformation on steric factors due to alkyl substitution has been observed.

Full paper in Portable Document Format: 403a363.pdf


Chemical Papers 40 (3) 363–378 (1986)

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