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Effect of substituents on electronegativities of Ar3Si and Ar3Sn groups: comparison of the results ofab initio quantum-chemical calculation and19F NMR data for Ar3MQC6H4F-4 compounds

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Abstract

Ab initio calculations of group electronegativities (χ) of Ar3Si and Ar3Sn groups containing 13 types ofmeta-, para- and polysubstituted phenyl groups have been performed. Calculated values of χ(Ar3Si) and χ(Ar3Sn) correlate better with the σ0 Taft constants than with the σ Hammett constants, which is indicative of the inductive nature of the effect of aryl groups on electronegativities of Ar3M groups. Good correlations have been found between19F chemical shifts and the corresponding values of χ(Ar3Si) and χ(Ar3Sn) for the Ar3SiC6H4F-4, Ar3SnC6H4F-4, Ar3SnCH2C6H4F-4, and Ar3SnSC6H4F-4 compounds.

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Translated fromIzvestiya Akademii Nauk. Seriya Khimicheskaya, No. 10, pp. 1921–1924, October, 1995.

The work was supported by the Russian Foundation for Basic Research (Project No. 93-03-05528).

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Kravtsov, D.N., Peregudov, A.S., Shcherbakova, O.V. et al. Effect of substituents on electronegativities of Ar3Si and Ar3Sn groups: comparison of the results ofab initio quantum-chemical calculation and19F NMR data for Ar3MQC6H4F-4 compounds. Russ Chem Bull 44, 1841–1844 (1995). https://doi.org/10.1007/BF00707207

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Key words

  • electronegativity
  • effect of substituents
  • 19F NMR
  • quantum chemistry
  • silicon
  • tin