Synthesis and photophysical properties of 2,3,4,5-tetraphenyl-1-n-octyl-1-monophosphole

Abstract

A new method for the preparation of 2,3,4,5-tetraphenyl-1-octyl-1-monophosphole was developed. It was shown that the reaction of n-octyl chloride with a mixture of sodium 1,2,3-tri-and 1-monophospholides obtained by refluxing sodium polyphosphides with diphenylacetylene resulted in the formation of exclusively 1-n-octyl-1-monophosphole. The photophysical properties of 1-n-octyl-1-monophosphole were studied by electron absorption and emission spectroscopy. According to the Raman spectroscopy data, the phenyl moieties of this molecule are efficiently conjugated with the diene system of the heterocycle leading to the appearance of the corresponding absorption and emission bands in the visible spectral range.

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Correspondence to A. A. Zagidullin.

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Dedicated to Academician of the Russian Academy of Sciences A. I. Konovalov on the occasion of his 85th birthday.

Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 2, pp. 0445–0448, February, 2019.

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Petrov, A.V., Zagidullin, A.A., Burganov, T.I. et al. Synthesis and photophysical properties of 2,3,4,5-tetraphenyl-1-n-octyl-1-monophosphole. Russ Chem Bull 68, 445–448 (2019). https://doi.org/10.1007/s11172-019-2406-6

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Key words

  • phosphorus heterocycles
  • phosphole
  • luminescence
  • conjugation effects
  • Raman spectroscopy