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Nucleophilicity constants of some groups containing pentavalent phosphorus

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Bulletin of the Academy of Sciences of the USSR, Division of chemical science Aims and scope

Conclusions

  1. 1.

    The ionization constants of certain meta- and para-substituted phenols were determined, and the constantsσ andσ m for the (CH3)2P(O)-, (CH3)2P(S)-, and (CH3)3P+- groups calculated from them.

  2. 2.

    The ability of the groups to undergo conjugative interaction in the data for the series shown above is somewhat less than that of the carbonyl-containing substituents (C2H5OOC- and CH3CO-).

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For the preceeding communication in this series see [1].

Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No.1, pp. 178–180, January, 1970.

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Tsvetkov, E.N., Makhamatkhanov, M.M., Lobanov, D.I. et al. Nucleophilicity constants of some groups containing pentavalent phosphorus. Russ Chem Bull 19, 177–179 (1970). https://doi.org/10.1007/BF00913954

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  • DOI: https://doi.org/10.1007/BF00913954

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