Substituent effects on the13C and17O NMR, IR, and UV spectral parameters for propynals

A. S. Medvedeva, O. I. Margorskaya, I. D. Kalikhman, N. I. Golovanova, N. I. Shergina, N. S. Vyazankin

Research output: Contribution to journalArticlepeer-review

2 Scopus citations

Abstract

Trialkylsilyl(germanyl)propynals show a lower triple bond polarization compared with their carbon analogs because of the electron acceptor effects of the R substituents and the aldehyde group. This increases the inertness of the C≡C bond towards nucleophiles (RSH, R2NH) and lowers the regioselectivity of dipolar attack. Lowering the relative basicity of the substituted propynals decreases the integrated intensity of the C=0 absorption band and shifts the δ17O signal to low field.

Original languageEnglish
Pages (from-to)246-249
Number of pages4
JournalBulletin of the Academy of Sciences of the USSR Division of Chemical Science
Volume37
Issue number2
DOIs
StatePublished - 1 Feb 1988
Externally publishedYes

ASJC Scopus subject areas

  • Chemistry (all)

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