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Dioxaborinanes with an exocyclic phosphino group

  • Organic Chemistry
  • Methods Of Synthesis
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Bulletin of the Russian Academy of Sciences, Division of chemical science Aims and scope

Abstract

The reaction of diphenylphosphine with o-hydroxy aromatic aldehydes and a diphenylboric acid ester in the presence of tertiary amines gave ammonium 5,6-benzo-and 5,6-naphtho-4-diphenylphosphoryl-2,2-diphenyl-1, 3-dioxa-2-boratacyclohexanes. The borylation of (α,2-dihydroxybenzyl)diphenylphosphine, generated in situ, with isobutyl phenylborate gave 5,6-benzo-4-diphenylphosphino-2-phenyl-1,3-dioxa-2-boracyclohexane, which, in contrast to 1,3,2,5-dioxa-boraphosphorinanes, has a high reactivity with respect to electrophilic and nucleophilic reagents and adds oxygen, sulfur, selenium, and pyridine to give the corresponding derivatives.

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Authors
  1. A. S. Balueva
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  2. S. R. Prokhorova
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  3. G. N. Nikonov
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Additional information

A. E. Arbuzov Institute of Organic and Physical Chemistry, Kazan Science Center, Russian Academy of Sciences, 420083 Kazan. Translated from Izvestiya Akademii Nauk, Seriya Khimicheskaya, No. 1, pp. 196–200, January, 1992.

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Balueva, A.S., Prokhorova, S.R. & Nikonov, G.N. Dioxaborinanes with an exocyclic phosphino group. Russ Chem Bull 41, 162–166 (1992). https://doi.org/10.1007/BF00863936

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  • DOI: https://doi.org/10.1007/BF00863936

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