The conjugation and effective charges of the atoms at the triple bond in germylacetylenes |
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Authors: | A N Egorochkin S E Skobeleva T G Mushtina E T Bogoradovsky |
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Institution: | (1) G. A. Razuvaev Institute of Organometallic Chemistry, Russian Academy of Sciences, 49 ul. Tropinina, 603600 Nizhnii Novgorod, Russian Federation;(2) St. Petersburg State Technological Institute, 26 Moskovsky prosp., 198013 St. Petersburg, Russian Federation |
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Abstract: | The integrated extinction coefficients (A) of the C≡C stretching modes in the IR spectra of 12 germylacetylenes Me3GeC≡CR are determined by the resonance interactions of substituents with the triple bond. TheA
1/2 values change linearly with change in the difference between the effective π-electron charges on the atoms at the triple
bond and σ0
R constants of organic substituents R. The average value of the σ0
R constant of the Me3Ge substituent in the compounds studied is +0.06. The resonance acceptor effect of the Me3Ge substituent toward the triple bond (d,π-conjugation) is stronger than the donor effect (σ,π-conjugation).
Translated fromIzvestiya Akademii Nauk. Seriya Khimicheskaya, No. 8, pp. 1569–1574, August, 1998. |
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Keywords: | germylacetylenes integrated extinction coefficients effective charge d π -conjugation σ π -conjugation |
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