The parameters of the13c nmr spectra of substituted acetylenes: Relation with electronic structure and reactivity

A. G. Proidakov, G. A. Kalabin, S. F. Vasilevskii

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Questions concerning the electronic structure of the ethynyl fragment and the effectiveness of its interaction with various heteroatomic and unsaturated substituents are examined on the basis of the analysis of an extensive set of parameters of the13C NMR spectra of mono- and di-substituted acetylenes. The additive influence of the two substituents in disubstituted acetylenes on the shielding of the sp-carbon atoms, due to the counterpolarisation of the orthogonal π-systems of the triple bond, is demonstrated. The question of the possible use of the13C NMR spectral parameters for the estimation of the reactivity of the triple bond is discussed.

Original languageEnglish
Pages (from-to)23-38
Number of pages16
JournalRussian Chemical Reviews
Issue number1
Publication statusPublished - 31 Jan 1990
Externally publishedYes


ASJC Scopus subject areas

  • Chemistry(all)

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