Abstract
It is shown that the chemical shifts of hydrogen atoms in the 3 position of the thiophene ring in the PMR spectra of 2-substituted thiophenes are linearly associated with the Hammett σ n substituent constants. On the basis of this, it was concluded that silyl substituents in 2-silylthiophenes have electron-acceptor character. It was established that the degree of dΠ–pΠ conjugation between the d orbitals of the silicon atom and the p electrons of the thiophene ring depends on the nature of the other three substituents attached to the silicon atom. The data from the IR spectra of organosilylthiophenes that contain a Si-H bond also attest to the presence of dΠ–pΠ conjugation in these compounds.
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See [1] for communication I.
Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 7, pp. 911–915, July, 1972.
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Egorochkin, A.N., Vyazankin, N.S., Burov, A.I. et al. Spectroscopic study of organosilicon derivatives of thiophene. Chem Heterocycl Compd 8, 827–831 (1972). https://doi.org/10.1007/BF00475212
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DOI: https://doi.org/10.1007/BF00475212